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Key West Florida Vacation Rentals - Villa
1 / 28

Key West Villa
6 Bedrooms / 7 Bathrooms / Sleeps 16
Villa / 6 Bedrooms / Sleeps 16

Bedrooms:6
Bathrooms:7
Sleeps:16
Type:Villa
Per night:$1,143 - $2,000
Per week:$7,995 - $13,995
Pets allowed:No
Internet:Yes

Private Home, DownTown, Villa description Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theatres and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless...

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Summerland Key Florida Vacation Rentals - Home
1 / 26

Summerland Key Home
3 Bedrooms / 3.5 Bathrooms / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

Bedrooms:3
Bathrooms:3.5
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Step away from the norm and into the most peaceful and quiet blue waters you will ever see, within the Private Island of Serenity, located just 25 miles from Key West and a short boat trip from Summerland Key. This 3 bedroom home boasts almost 360 degrees of waterfront views from...

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Pretty Joe Rock (Sea Shell Key)
1 / 40

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$571

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$571 - $836
Per week:$3,995 - $5,850
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This vacation rental puts you on your own private tropical island in the Gulf of Mexico. You have your own 17 foot center console boat with 50 HP 4 cycle engine for the entire week! This island (unlike most) has full power and water piped...

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Marathon Florida Vacation Rentals - Home
1 / 9

Marathon Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(7)“ Excellent ”7 Reviews

from

$265

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$265
Per week:$1,850
Pets allowed:Yes
Internet:Yes

The property is located at the end of the block. It has an open garage that two full size trucks could park in. It has 4 bedrooms, 2 1/2 bathrooms, if you have a boat we've got you covered with approx 200 feet of canal. Dock facilities include fresh water, electricity, and a cutting...

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Outstanding home

“ Excellent ”
March 26, 2015
This is a first class property to stay in with a larger family! When we arrived and opened the front door the first thing out of everyone's mouth was WOW!! The down stairs is very open with very modern appliances. All of the bed rooms are located upstairs which consisted of a King in the master, a Queen and 2 rooms with doubles. 2 full baths upstairs ans a 1/2 bath down stairs. The TV looked a little dated but we weren't there to watch TV so it didn't bother us at all. Although the pictures showed grass in the back yard, it was all gravel, again, not a big deal to us what so ever. There was plenty of space to tie up both of our boats. There are some pilings for tying up to that accommodated our small boat (14 foot) and plenty of sea wall to tie our larger boat (27 foot) where the davits used to be. If you have large fenders, its not an issue at all. The deck provided us an excellent place to enjoy morning coffee as well as evening beverages as well. I would highly recommend this house to anybody with 6-8 people in there group. A couple of very minor negatives...the deck does need a little attention as there are some screw heads starting to come up and the water pressure in the master shower isnt the greatest in the world. Very minor issues in my book
Paul Gallup, Orange Park FL

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Key Largo Florida Vacation Rentals - Home
1 / 28

Key Largo Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(8)“ Excellent ”8 Reviews

Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

Enjoy your own private paradise and have fun in the Keys! This beautiful, clean, spacious and airy vacation rental home has three wonderfully decorated, clean and cozy bedrooms. Two and 1/2 comfortable and clean bathrooms. Full kitchen is stocked with all necessary cookware, ...

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Great little place right on the water!

“ Excellent ”
March 6, 2015
We had a wonderful time at this great house in Key Largo! The is a cute little house that is well maintained with an updated kitchen and bathroom - the pictures don't do it justice! The house is on a little marina that attaches to the canal. We were able to use the available paddleboard and kayak and get right in the water from the backyard. There is ample space to lay in the sun or under one of the new tiki umbrellas, or sit and enjoy the beautiful view of the canal. The house also comes with private beach access to a couple nearby beaches - we rode there on some bikes that were left for us to use as well which was a lot of fun. We had 4 adults sharing the house and the one bathroom - which we were able to do with very little issues. This would be a great place for a family or a few couples/friends to stay.Maggie was a wonderful host and really helped to make our trip great! She gave advice on the best place to go snorkeling and info on restaurants and other things to do in the area. We also had some car issues on our last day and Maggie graciously helped us out!We would recommend this place to anyone who is interested - it is a great little house and Maggie was a pleasure to meet and work with on this rental :-)
Alison Brosius, Ashburn, Virginia

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Marathon Florida Vacation Rentals - Villa
1 / 22

Marathon Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

(1)“ Excellent ”1 Review

from

$658

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:12
Type:Villa
Per night:$658 - $1,158
Per week:$4,600 - $8,100
Pets allowed:Yes
Internet:Yes

Ocean Front - Villa Bali inspired Florida Keys beauty on Privately owned Walker's Island. This is a spacious 5 bedroom, 5. 5 bath home with luxury in every detail and design. Sleeps up to 12 guests. Features include cathedral ceilings, marble, stainless steel and mahogany finishes,...

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Great Vacation with Family

“ Excellent ”
December 1, 2014
We stayed at this house with our extended family. I was very apprehensive but it wound up being wonderful. Beautiful location, secluded from the world. Tons of space for us to all move about, access to cottage amenities, quick drive to Marathon and Islamorada. Lovely pool and hot tub just for us. Dock area is too shallow to really swim off of it, but there is a beach entry by the cottages. Will definitely return. Only complaint is the house is worn from the many people who visit this property. I saw this as confirmation that it is well used and popular, but the bathrooms could use a coat of paint. If that is your only worry, you are truly enjoying paradise. Thank you Conch Key for all your help and recommendations. Spot on for them all!!!
Nina Felt, Dallas, TX USA

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Marathon Florida Vacation Rentals - Home
1 / 14

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(4)“ Excellent ”4 Reviews

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $257
Per week:$1,049 - $1,799
Pets allowed:No
Internet:Yes

Lush Tropical Lagoon Home with view of th e Gulf of Mexico and incredible sunsets. Recently revnovated octagonal shaped home with wide open water views from every window. Newly furnished comfortable interior with all the ammenities you'd expect. Brick pavers surround lush landscaping...

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Great Location

“ Excellent ”
July 4, 2014
The house is wonderful, clean and airy with everything for a comfortable vacation. The area was nice and quiet and everyone we met friendly. Joe was great to deal with, he was helpful and and answered any queries we had promptly. We have already booked for next year.
Hazel Softley, Surrey England

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Ocean View from the balcony
1 / 40

Tavernier Home
6 Bedrooms / 6 Bathrooms / Sleeps 22
Home / 6 Bedrooms / Sleeps 22

(1)“ Excellent ”1 Review

from

$567

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:22
Type:Home
Per night:$567
Per week:$3,967
Pets allowed:No
Internet:Yes

This three story house, with a breathtaking view , sits on the edge of the Atlantic Ocean with no end in sight. To accompany the great Atlantic is a grand 3, 800 sq ft. 8 bedroom and 6 bathroom home with a pool and a large and complete Kitchen and can accommodate up to 27 people...

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Great reunion spot!

“ Excellent ”
January 2, 2014
This beautiful home was perfect for our recent Christmas get together with family from far and wide. Eighteen of us, including a baby, enjoyed spacious rooms and lovely amenities. The channel offered a great launch spot for the paddle boat ( included) and the kayaks we rented. The indoor dining room and the patio eating area made for terrific family meals. The nearby community center provided fun swimming and tennis at no cost. We really enjoyed our vacation in this beautiful location!
Tim Riazzi, Dayton, Ohio USA

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Marathon Florida Vacation Rentals - Condo
1 / 15

Marathon Condo
1 Bedroom / 1 Bathroom / Sleeps 4
Condo / 1 Bedroom / Sleeps 4

from

$150

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$150
Per week:$1,050
Pets allowed:No
Internet:No

Centrally located in the Middle Keys and only one mile from beautiful Sombrero Beach. Microwave, refrigerator, coffeemaker, cookware, blender, stove, hair dryer. TV is 39" in living room and 32" in bedroom, AC, elevator. Bedding consists of two queen beds and a queen sleeper...

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Marathon Florida Vacation Rentals - Townhouse
1 / 19

Marathon Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 7
Townhouse / 3 Bedrooms / Sleeps 7

(5)“ Excellent ”5 Reviews

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Townhouse
Per night:$172 - $322
Per week:$1,200 - $2,250
Pets allowed:No
Internet:Yes

This 3 bedroom, 3 bath, half duplex townhouse offers all you need for a great vacation. Stunning open water views of the Gulf of Mexico, beautiful sunsets, your own private pool and cut in boat slip with lift. Great views from the living area and master bedroom. The ground level...

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fantastic experience at 7 mile bridge

“ Excellent ”
April 5, 2015
this property is better than described. The location is perfect. Day trips in either direction is easy and within an hour youre there. House is neat and up to date. Bicycles and kyak are definitely a plus.Biking on seven mile bridge Is neat. Marathon is not your average tourist town. Very laid back and as normal as anywhere. The views at sunset are awesome. pool is a great retreat after a day trip. used the grill to cook fish caught. special thanks to Kitty Whalton at vacation rentals, she was right on with information on property and surrounding things to do. GREAT TRIP !!!!!!!!!! thank you.
Wayne Brosemer, Utica, NY USA

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Key West Florida Vacation Rentals - Home
1 / 15

Key West Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(2)“ Excellent ”2 Reviews

from

$400

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$400 - $858
Per week:$2,800 - $6,000
Pets allowed:Yes
Internet:Yes

Private Luxury Home surrounded by lush tropical landscaping. The fusion of a mid- century Florida home with dramatic Caribbean design, has created an ideal contemporary “Floribbean” style villa in the Casa Marina district of Key West. Walking distance to all Old Town has ...

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Amazing Experience Each and Every Time!!!

“ Excellent ”
October 10, 2010
I have stayed at the Brass Palm Villa several times and I would never stay anywhere else on the island. It is decorated beautifully and exceptionally well maintained. There are many places to relax inside and outside the home. I especially enjoy the outside dining area. If you are looking to rent I would highly recomend the Brass Palm Villa!
Lynne Martino, New Jersey

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Big Pine Key Florida Vacation Rentals - Home
1 / 16

Big Pine Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$125

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$125 - $150
Per week:$750
Pets allowed:No
Internet:No

980 Sf Moble home on Big Pine Key Fenced lot . 5mins from Baja Honda State park and 25 Mins from Key West. Baja Honda pass comes with rental for the week . Great fishing and snorking . Capt Ron next door for tripes. $650. 00 a week for 2 people $ 25. 00 for each person up to 6. Dopsit...

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big pine key

“ Excellent ”
May 4, 2015
Enjoyed our stay here. Neat and very clean. In a family neighborhood. Very quiet. It has 2, not 3 bedrooms. The living room has a fold out couch. You will see many of the tiny Key deer in the area. An easy drive to the No Name Pub for great pizza.
Jenean Conover, Florida

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Key West Florida Vacation Rentals - Condo
1 / 24

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6
Condo / 2 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$300

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$300 - $395
Per month:$9,000 - $11,850
Pets allowed:No
Internet:Yes

A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View Florida Keys condo for focusing on what is important in life. Enjoy the ocean breezes while unwinding on your private balcony in this tasteful retreat, decorated with your comfort and relaxation in mind. Located on the...

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Amazing location for fun filled girls getaway!

“ Excellent ”
September 12, 2013
I was very impressed with the house. It was perfectly located so that we didn't have to rent bikes or move the car often. We absolutely loved lounging at the pool and couldn't have asked for a better lay out for our 7 girls retreat weekend. We will absolutely stay here again. I am missing it already and we all can't stop talking about it. Thank you for the perfect long weekend away!
Katie Skiff, Washington, DC

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Duck Key Florida Vacation Rentals - Villa
1 / 24

Duck Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6
Villa / 2 Bedrooms / Sleeps 6

from

$900

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$900
Per month:$27,000
Pets allowed:No
Internet:No

Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of jet skis, kayak boat, sailing boats, snorkeling and fishing...

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Duck Key Florida Vacation Rentals - Villa
1 / 24

Duck Key Villa
3 Bedrooms / 2 Bathrooms / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$1,200
Per week:$8,400
Pets allowed:No
Internet:No

Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of jet skis, kayak boat, sailing boats, snorkeling and fishing...

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2 bed & 2 bath Villas Pool & Atlantic Ocean Beach. Full Kitchen, Laundry Room
1 / 17

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(4)“ Excellent ”4 Reviews

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $450
Per week:$1,050 - $3,150
Pets allowed:No
Internet:Yes

2 bedroom 2 bathroom vacation villas on Atlantic Ocean. Heated pool overlooking a natural sand beach & Tiki huts & hammocks. All homes have full kitchen, 3 TV’s, and Washer & Dryer. Boat docks are available on site. Bar B Q grills. 2 Zone air- conditioning in every villa....

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Best place to stay in the Florida Keys

“ Excellent ”
April 28, 2015
The layout of the villa is phenomenal; So private and relaxing. Quiet peaceful clean private beach and the service was perfect. HIGHLY recommend staying at Coco-plum! Will be our first choice any trip down.
JENNIFER OCHOA, Miami, FL

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Key West Florida Vacation Rentals - Apartment
1 / 14

Key West Apartment
1 Bedroom / 1 Bathroom / Sleeps 4
Apartment / 1 Bedroom / Sleeps 4

from

$60

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$60 - $150
Per week:$420 - $1,050
Pets allowed:No
Internet:Yes

You are home at the Signpost, at the property edge. Tropical apartment: 1 Bedroom, 1 bath, large and roomy spaces; private deck, washer/dryer enclosed on deck. Walking distance to all the attractions, neighborhood restaurants and pubs. You don't need a car; bikes are easy to...

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Marathon Florida Vacation Rentals - Home
1 / 20

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(18)“ Excellent ”18 Reviews

from

$193

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$193 - $343
Per week:$1,349 - $2,399
Pets allowed:No
Internet:Yes

New home with wide open view of the Gulf of Mexico. 3 Bedroom 3 bath, pool home - perfect for three couples or a family. As close as you can get to the 7- mile bridge for great sunsets and quick boating access for bridge fishing or the oceanside. Fabulous views of the open water...

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Wonderful Vacation

“ Excellent ”
February 9, 2015
We had a wonderful vacation. The owner of the home was in contact with us on our first day to ensure everything went smoothly as well as the on-site maint. person. She was a dream to work with!! Loved the home and look forward to booking it again next year!!
Courtney Dunn, Louisville, KY USA

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Marathon Florida Vacation Rentals - Home
1 / 32

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$428

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$428 - $714
Per week:$2,995 - $4,995
Pets allowed:Yes
Internet:Yes

Escape to your own private tropical island! This Vacation Rental home combines the best of both worlds, a modern, fully furnished, waterfront shore home with all the amenities for your nights and your own private tropical island for your days. This vacation home rents from...

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1 / 20

Key Largo Home
6 Bedrooms / 5.5 Bathrooms / Sleeps 17
Home / 6 Bedrooms / Sleeps 17

Bedrooms:6
Bathrooms:5.5
Sleeps:17
Type:Home
Per night:$1,358
Per week:$9,500
Pets allowed:No
Internet:Yes

Southern Diversion Estate Key Largo - Brand New private gated 1 acre estate on the ocean with private beach, tiki hut , tropical private pool and deepwater dockage. There are 300 feet of direct ocean access with stunning views. The estate has marble floors throughout , two living...

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SunSet Water side Tiki Hut Key Largo Cottages, A Great day of rest & relaxation
1 / 24

Key Largo Cottage
2 Bedrooms / 1 Bathroom / Sleeps 6
Cottage / 2 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$225

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Cottage
Per night:$225 - $275
Per week:$1,575 - $1,925
Pets allowed:No
Internet:No

The Owner's Unit is also right in front of the bay with 2 bedrooms; it can sleep 2 adults and 1 to 3 kids plus plus. The main bedroom has a queen size bed, the second bedroom has a queen size loft bed and a twin bed on the ground floor. Theres also a queen size pullout sofa bed ...

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Just what we expected and more

“ Excellent ”
May 2, 2015
After reading other reviews, we knew we were not going into a Hilton, and that was why we chose the Key Lime Sailing Club! We are not sailors, but we do love the outdoors. Having the canoes, kayaks, stand up paddle boards, bikes, fishing and snorkel equipment at our disposal was the main reason. If it was available, you could use it, for as long as you wanted, no need to sign anything out and you were not timed at how long you had it. We stayed in the Captains Cottage, it was clean, bedding and towels (even beach) were provided. The kitchen was really small, however we didn't do a lot of cooking. Bagels in the morning, sandwiches in the afternoon, outside grill for a dinner or two. Now the cottage could use some sprucing up (yes, I'm being picky but unfortunately I watch too much HGTV) but we didn't spend a lot of time in the cottage because the fun was outside. We kayaked to Pelican Key, rode bikes up/down Overseas Highway, paddle boarded right outside, met wonderful people under the tiki hut, went on a sunset cruise and never missed a sunset! And a highlight was the manatee that came to visit the dock! SO ADORABLE! Everyone one of the crew were great, they pretty much let you do want you wanted, they were very friendly and down to earth. If you want a real laid back Keys experience, I think this is the place to stay, and we won't hesitate to go back. And next time, we will try learning to sail!
Amy Cathro Guimond, Portland, Maine

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Pool at the Ocean Reef Club
1 / 10

Key Largo Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$300
Per week:$1,500
Pets allowed:No
Internet:Yes

213 Andros Road Welcome to the Ocean Reef Club! 213 Andros Road is a 1950's cinder block 3 bedroom 2 bath home in the elegant and exclusive Ocean Reef Club in Key Largo. 213 Andros is a 5 minute walk from the club's central facilities which include the main restaurant, gift...

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Our Beautiful Sunsets
1 / 23

Key Largo Condo
3 Bedrooms / 1.5 Bathrooms / Sleeps 7
Condo / 3 Bedrooms / Sleeps 7

(2)“ Excellent ”2 Reviews

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:1.5
Sleeps:7
Type:Condo
Per night:$172 - $200
Per week:$1,200 - $1,400
Pets allowed:No
Internet:Yes

Bay front Vacation Condo in Key Largo, Florida. We book early so don't wait, beat the rest to one of the best and most reasonable, clean, and well appointed condos in beautiful Key Largo, Florida. Max 4 adults, up to 3 children. 2 large bedrooms with Kings size beds,...

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Key Largo vacation Condo

“ Excellent ”
January 9, 2015
Exelent!
Milos Krunic, Woodbridge, ON, Canada

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Marathon Florida Vacation Rentals - Home
1 / 26

Marathon Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(4)“ Excellent ”4 Reviews

from

$422

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$422 - $443
Per week:$2,950 - $3,100
Pets allowed:No
Internet:Yes

4 Bedroom, 3. 5 Bath, Waterfront Home, Built 2011 located on end of quiet street with 40+ ft boat dockage and fenced private pool with heat option, sweeping views of the Atlantic Ocean, large open porches and decks. Open living/dining area, bamboo floors throughout, stainless...

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Great place!

“ Excellent ”
March 30, 2015
Our family just spent a week at this rental and loved it! The house and grounds were clean and well taken care of. The view was great as well. One of the top places we've stayed and we have rented a lot of homes for vacation. This would definitely be one we come back to.
Lori Holland, Temperance, MI

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Marathon Florida Vacation Rentals - Home
1 / 34

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 2 Bedrooms / Sleeps 8

from

$428

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Home
Per night:$428 - $715
Per week:$2,995 - $5,000
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This vacation rental puts you on your own tropical island in a quiet cove of protected mangroves in the Gulf of Mexico. You stay on a 2 bedroom houseboat that is docked on the island. You have your own 17 foot center console boat with 50HP...

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Islamorada Florida Vacation Rentals - Condo
1 / 9

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4
Condo / 2 Bedrooms / Sleeps 4

from

$136

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$136 - $186
Per week:$950 - $1,300
Pets allowed:No
Internet:Yes

Two oceanfront condominiums ranch style situated on floor 2 and 5 about 50 ft from the water . You can hear and see the fish break the water in the morning. There are a variety of large tropical birds to watch . We have a beautiful pool among lush tropical foliage on the ocean. We...

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Islamorada Florida Vacation Rentals - Cottage
1 / 26

Islamorada Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4
Cottage / 2 Bedrooms / Sleeps 4

from

$195

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$195 - $350
Per month:$5,850 - $10,500
Pets allowed:No
Internet:Yes

CHARMING COTTAGE IN THE HEART OF ISLAMORADA, LOCATED IN MILE MARKER 87 IN THE HEART OF IT ALL, RIGHT ACROSS JUST 250 YARDS FROM "FOUNDERS PARK" WITH ONE OF THE MOST BEAUTIFUL BEACH IN THE KEYS, It's a 2 bedroom cottage very private corner house, with full kitchen including oven,...

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Key West Florida Vacation Rentals - Villa
1 / 55

Key West Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

from

$785

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:12
Type:Villa
Per night:$785 - $1,780
Per month:$23,550 - $53,400
Pets allowed:Yes
Internet:Yes

CASA GRANDE: You hear all the time about grand homes tucked away in little private corners of Key West; this is one of them. Located on a quaint lane just steps from Duval Street with room to park 2 vehicles off- street - - a bonus in Old Town where parking is worth its weight in...

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Marathon Florida Vacation Rentals - Home
1 / 56

Marathon Home
8 Bedrooms / 6 Bathrooms / Sleeps 20
Home / 8 Bedrooms / Sleeps 20

from

$636

/ night

Email Owner
Bedrooms:8
Bathrooms:6
Sleeps:20
Type:Home
Per night:$636 - $1,343
Per week:$4,450 - $9,400
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION HOME? This home offers a great option for multi- family vacationing by providing two 4- bedroom homes side- by- side. This gives you 2 kitchens, 2 pools, 2 100' long deep water docks, sandy shoreline, teak lounge chairs, 2 gas grills, 6 kayaks,...

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Key West Florida Vacation Rentals - Yacht
1 / 13

Key West Yacht
2 Bedrooms / 2 Bathrooms / Sleeps 4
Yacht / 2 Bedrooms / Sleeps 4

from

$325

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Yacht
Per night:$325
Per week:$2,275
Pets allowed:No
Internet:No

Make your next Key West vacation on the Lion's Paw, a roomy monohull sailboat located in Key West premier marina resort - the Key West Harbour Marina. Three night to seven day vacation packages have options for half day, full day, and overnight sails. The yacht club has it's own...

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Marathon Florida Vacation Rentals - Cottage
1 / 6

Marathon Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6
Cottage / 2 Bedrooms / Sleeps 6

from

$349

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$349 - $499
Per month:$10,470 - $14,970
Pets allowed:No
Internet:Yes

Sleeping accommodations include a luxurious king bed in the master bedroom and queen bed in the 2nd bedroom queen size sleeper sofa in the living room. These units will accommodate 6 people including children. Delicious Continental Breakfast Daily Fresh Florida Juicing Oranges In...

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View from the balcony
1 / 16

Key Largo Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6
Villa / 2 Bedrooms / Sleeps 6

(4)“ Excellent ”4 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$250 - $500
Per week:$995 - $2,495
Pets allowed:Yes
Internet:Yes

2 bedroom, 2 bathroom Ocean Front Villa in Key Largo sleeps up to 6. It was completely renovated in 2013. It has dockage for boats up to 50 feet. This Villa is 20 feet from the Ocean and has a private beach 50 feet from the patio. We provide a golf cart, Kayaks, fishing equipment,...

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Great place

“ Excellent ”
April 29, 2015
The apartment was spacious with a wonderful ocean view. Everything was neat and spotlessly clean (important for a crawling baby). Norman and Paula were very responsive and promptly solved any problems. A good place for a family stay (playground, swimming pool) and for more adventurous people (kayaks, snorkling equipment).
Aleksandra Wyrwich, Switzerland

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Islamorada Florida Vacation Rentals - Cottage
1 / 24

Islamorada Cottage
2 Bedrooms / 1 Bathroom / Sleeps 6
Cottage / 2 Bedrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Cottage
Per night:$150
Per week:$1,050
Pets allowed:Yes
Internet:Yes

Newly remodeled mobile home cottage is more than you've imagined so far. Enjoy the bright open living area with panoramic horizon view from the kitchen/living room. Open the 2 sets of French Doors to bring the outside, in. Sit on the wrap around deck to watch the Sun Rise out of ...

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Chickee and table on my beach on the Ocean
1 / 32

Key Largo Condo
4 Bedrooms / 3 Bathrooms / Sleeps 8
Condo / 4 Bedrooms / Sleeps 8

(13)“ Excellent ”13 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$100 - $500
Per week:$995 - $1,995
Pets allowed:Yes
Internet:Yes

Experience lifestyles of the rich and famous. 4 Bedrooms 3 Baths, Sleeps 8 comfortably. Newly remodeled, decorated & painted, with marble and granite everywhere! Two entrances in this condominium/townhouse. Activities, Sip wine while watching our beautiful sunsets, read a book,...

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Key largo dream

“ Excellent ”
April 29, 2015
Beautiful home and facility
Cinde Weiser-mcveigh, Northern VA

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(12)“ Excellent ”12 Reviews

from

$379

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$379 - $450
Per week:$2,650 - $3,150
Pets allowed:No
Internet:No

High- end Estate overlooking tranquil "Bonefish Flats" in picturesque Marathon. Brand new, Designer decorated with contemporary colors, loads of fine architectural details, Crema Marfil marble, Granite, fine Hardwood floors, open air porches and balconies. This is a superb, ...

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Mar Azul is perfect!

“ Excellent ”
November 3, 2014
The house and lush landscaping are beautiful! We enjoyed the pool so much. The private dock is a great touch even though we don't have a boat. We would recommend this property highly! Quaint restaurants in Marathon have some great food, too! We were excited to have iguanas on the property having never seen one before.
Rhonda Wilburn, Olive Hill, KY USA

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Key West Florida Vacation Rentals - Home
1 / 21

Key West Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$184

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$184 - $327
Per week:$1,284 - $2,287
Pets allowed:Yes
Internet:Yes

Why rent one house when you can have two? And, in the best location in town. It's perfect for families or groups of friends. Lots of privacy with two houses, yet a spacious deck and two front porches. On the most beautiful street in Key West, Dos Casas is located next to Victorian...

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Islamorada Florida Vacation Rentals - Townhouse
1 / 9

Islamorada Townhouse
2 Bedrooms / 2 Bathrooms / Sleeps 2
Townhouse / 2 Bedrooms / Sleeps 2

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:2
Type:Townhouse
Per night:$100
Per week:$695
Pets allowed:No
Internet:No

Come to Paradise and Enjoy it with Luxury, Comfort, and Style! Located on Mile Marker 87 in Islamorada ( Fishing Capital of the World ), part of the Wonderful Florida Keys. Executive Bay Club is a Private Gated Community with 24 Hr Security, Heated Pool and Club House, Tennis...

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Islamorada Florida Vacation Rentals - Home
1 / 29

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(5)“ Excellent ”5 Reviews

from

$415

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$415 - $458
Per week:$2,900 - $3,200
Pets allowed:No
Internet:Yes

Location: Islamorada, Islamorada Area, Florida Keys, Florida, USA Accommodations: House, 3 Bedrooms, 2 Baths , Sleeps 6 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74. 5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of...

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Villa Marlin

“ Excellent ”
March 27, 2015
We were looking for a quiet place to relax and snorkel. The villa is just as lovely as the pictures. Anything you would need is provided. The grounds are shady and comfortable and the location is quiet. We canoed in the canal and saw Manatee. We bicycled to the beach in the evening. We snorkeled all around Islamorada and out of Key largo, amazing corral and fish. The Villa owners were always available and helpful. We rent on trip advisor frequently and we can highly recommend Villa Marlin.
Stephanie Romm, Loveland, CO

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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
2 Bedrooms / 1 Bathroom / Sleeps 5
Home / 2 Bedrooms / Sleeps 5

(6)“ Excellent ”6 Reviews

from

$110

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:5
Type:Home
Per night:$110
Per week:$650
Pets allowed:Yes
Internet:Yes

Colorful tropical vacation home. The living room nicely decorated with tropical flare, has a flat screen TV with DVD, Directv W/DVR, two sofas, one is a queen size sleeper and comfortable bamboo chair. Dining area conveniently located to kitchen has a wood dining table and...

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Beautiful Place - Great experience

“ Excellent ”
May 20, 2015
We spent 4 nights with my family in this place. The house set up is really nice. It has only one bathroom.One of the rooms has an individual AC unit which helps a lot at night.The neighborhood was really nice. People are very friendly.The pool was great except that for some reason the water was extremely warm. They have a pool for little kids and a hot tub as well.The place is great if you have a boat, but there is no beach close, you will have to drive to a place. Bahia Honda State Park is only 15 to 20 minutes away and it is really nice. Key West is only 30 minutes away.
Diego Morcillo, Fort Lauderdale, FL

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1 / 15

Marathon Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 6
Cottage / 3 Bedrooms / Sleeps 6

(3)“ Excellent ”3 Reviews

from

$413

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$413
Per week:$2,890
Pets allowed:No
Internet:Yes

Sunset Bay is a 3 bedroom, 2 bathroom home located on the clear, aquamarine waters of the beautiful Gulf of Mexico. This beautiful waterfront cottage features a screened veranda and a natural native garden. This is a completely furnished home with an open living room, dining room,...

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Wonderful dock for sunsets and sea life!!

“ Excellent ”
April 7, 2015
This was our first visit to the Florida Keys. My husband, myself, our 18 year old son and 16 year old daughter had a wonderful stay here. We were all really happy with our choice of this property. The house looked exactly as shown online. We really enjoyed the pool and hot tub. But our favorite part was the dock! We would walk out onto the dock for every sunset and it was always breath taking. We would also walk out onto the dock several times a day to see what was swimming by in the Gulf. We saw a sea turtle, a shark, a horseshoe crab, a puffer fish, parrot fish, a manatee, lots of sting rays and lots of fish of all sizes. The kids snorkeled and enjoyed seeing all the sea life. As my husband and I stood on the dock making sure they were safe! My son even bought a fishing pole and enjoyed dropping a line several times a day. The location was really convenient to take in a day in Key West as well as the Island Fest in Islamorada. We found the No Name Pub and saw Key Deer. Marathon has a lot to offer too. We were able to buy supplies there and went to The Aquarium. We have so much more we want to do in The Keys but a few days we just wanted to stay at the house and enjoy all it had to offer us. Mary from Dolphin Vacations even called to see if we needed anything. We loved our stay and hope to return someday, very possibly to this house! My only suggestion would be to add a built in bench on the dock.
Karla Haire Sommers, Rogers, MN USA

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Marathon Florida Vacation Rentals - Townhouse
1 / 10

Marathon Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8

(13)“ Excellent ”13 Reviews

from

$203

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$203 - $357
Per week:$1,420 - $2,495
Pets allowed:Yes
Internet:Yes

Spacious and like new 3 BR 2. 5 BA homes in Marathon, Florida Keys most prestigious resorts, "INDIGO REEF Marina Resort Florida Keys" ~ Magnificent views from this home and 30 feet of docking plus accommodations to 6- 8 in total. Guests to Indigo Reef enjoy this private gated...

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Nice Condo-just wish beach was closer

“ Excellent ”
March 7, 2015
we were very happy with the cleanliness and comfort of the unit we rented. Having 3 bedrooms enabled us to let our grandson have his own room instead of needing to share with his parents or use a sofa sleeper. We rented Unit 38 and it was a very short walk to the pool...pretty much right out the front door. We did not make use of the docking as we had no boat but we did enjoy walking along said docks.Only wish would be for a closer beach and a better way to launch kayaks...really rather steep to try to do so off the docks and there is not any good walk-in access on the property. This is the reason I gave it 4 instead of 5 stars. The unit itself would rate 5 stars
Dianne Biscoe, Mukwonago WI

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Key West Florida Vacation Rentals - Condo
1 / 22

Key West Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 6
Condo / 2 Bedrooms / Sleeps 6

(4)“ Excellent ”4 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$250 - $500
Per month:$7,500 - $15,000
Pets allowed:No
Internet:Yes

"TEE BY THE SEA" vacation rental (we include 7 bikes free for our guests! ! ! ) If you love... GOLF, SPORT FISHING/BOATING, ART/THEATER AND FANTASTIC LIVE ENTERTAINMENT... than you'll love "Tee by the Sea". We're less then 1/2 mile outside of Key West, located in Stock Island....

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Key West Paradise

“ Excellent ”
April 26, 2015
Our condo was AMAZING! So clean and had all the comforts of home! Their was a detailed binder of places to eat and what to do in the area! Our vacation was perfect because of all the extra touches and information we were provided!
Winnie Lucht, Wisconsin

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Marathon Florida Vacation Rentals - Home
1 / 37

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(1)“ Excellent ”1 Review

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$400 - $693
Per week:$2,795 - $4,850
Pets allowed:Yes
Internet:Yes

This is a rare 4 bedroom, 4 bath waterfront home near the Vaca Cut on the Gulf of Mexico. This home features a 9x20 foot splash pool, beach sand backyard and kayaks. Bring your own boat or rent one from us for $695/week (17 foot center console with 50HP engine). This property...

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FUN!!!

“ Excellent ”
December 3, 2014
We had a wonderful stay here.The location is perfect.Lots to do and see!!Thank you
Heather Gerhold, Florida

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Islamorada Florida Vacation Rentals - Home
1 / 21

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$315

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$315 - $372
Per week:$2,200 - $2,600
Pets allowed:Yes
Internet:Yes

Located on the peaceful, northern end of Islamorada, in the quite residential neighborhood of Venetian Shores. Just 75 miles from Miami Airport and 86 miles from Key West. Venetian Tropics boasts large rooms furnished in rattan and decorated with a tropical flair. Coconut palms,...

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Paradise in Islmorada

“ Excellent ”
July 6, 2010
Excellent location with a great view of the Canal. The Pool was the right size for our family and the Outside bar was Outstanding. The deck and dock were perfect for my 25' boat with ample room for my Grandson to fish for snapper. The Upstairs kitchen and living area with the high ceilings was fantastic. The downstairs bedroom was also great. The whole experience was truly enjoyable for my family.
BILL WHITE, STUART FLORIDA USA

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Key West Florida Vacation Rentals - Home
1 / 21

Key West Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$513

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$513
Per week:$3,590
Pets allowed:No
Internet:Yes

CASA ROSA is a classic four bedroom, four bath "eyebrow" style home located in historic Old Town Key West that is just 1 block of Duval Street and a short walk to Harbor Walk & Mallory Square. This home has a large living room and dining room with a kitchen that overlooks your own...

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Great time, great house

“ Excellent ”
April 1, 2015
We came for a family vacation, 9 of us in all, we rented the lower and upper house. There was plenty of room for everyone, good size kitchen with all the necessities, large dining room, tvs in all the bedrooms, small but comfy backyard with very chlorinated small pool. We walked to almost everything, great location. We are planning to return and have another fabulous vacation soon.the only complaint was the noise from the street at all hours and being that it's an old house the windows aren't great. Other than that we Highly recommend!!
Kim Sevigny, Debary florida

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Tavernier Florida Vacation Rentals - Home
1 / 15

Tavernier Home
5 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$167

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$167 - $217
Per week:$1,166 - $1,516
Pets allowed:Yes
Internet:Yes

28 NIGHT MINIMUM RENTAL A beautiful, relaxing 5 bedroom home at Harry Harris Beach (mile marker 92. 5). Enjoy the heated in- ground pool and attached spa in the enclosed back yard. Entertain from the poolside bar and grill while friends and family chat under the tiki ...

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1 / 16

Key Largo Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Welcome to our home in Key Largo! ! ! We want you to feel the warmth, tranquility and love we have put in this "Little Piece of Paradise" for you to enjoy. Every square inch has been designed by the inspiration that surrounds this little secret spot nestled within the beauty...

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Key Largo Florida Vacation Rentals - Villa
1 / 20

Key Largo Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8
Villa / 3 Bedrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$250 - $289
Per week:$1,750 - $2,023
Pets allowed:Yes
Internet:Yes

Minimum Rental: 3- 7 Night Minimum Villa Bella is a fabulous 3 BR/3 BA two- story townhouse. This end unit townhome "lives" on the 2nd floor. The kitchen, dining and living areas are all open to each other in a great room with a gorgeous vaulted ceiling. There are 2 bedrooms and ...

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Islamorada Florida Vacation Rentals - Home
1 / 20

Islamorada Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$184

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$184 - $240
Per week:$1,284 - $1,680
Pets allowed:No
Internet:Yes

MINIMUM RENTAL: 28 NIGHTS (ONE MONTH) You'll love watching the fabulous sunsets over the tranquil waters in this semi- private lagoon setting. This is a three story single family home and offers two balconies overlooking the water and dock area. There's room to dock one 30' boat and...

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Tavernier Florida Vacation Rentals - Home
1 / 24

Tavernier Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$165

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$165
Per week:$1,155
Pets allowed:Yes
Internet:Yes

MINIMUM STAY: 30 DAYS NEW HOME (2013) Spend the fall or winter in the Florida Keys! You will love this wonderful 2013 built stilt home. Features include an open living area with gourmet kitchen, stainless steel appliances, including a wine refrigerator and granite counters. The...

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Three Day Itinerary: Florida Keys

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Day 1: Culture and History in Key West

Begin your visit at one of Key West's most famous sites. Take a 30-minute tour of the Ernest Hemingway Home and Museum, and see where the celebrated author penned many of his great works. Around 40 to 50 six-toed cats also live on the property, exhibiting the same polydactyl trait that distinguished Hemingway's own cat.

Explore more of Key West's history at the Harry S. Truman Little White House. The building originally served as a ...

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About Florida Keys

Florida Keys Travel Tips

The Florida Keys are a wonderful vacation spot for families in search of a little relaxation or adventure. Made up of Key Largo, Islamorada, Marathon, Key West, and Big Pine Key and the lower keys, these islands have plenty of family-friendly activities. The best way to visit this beautiful area is by choosing to stay in vacation rentals by owner. Florida Keys tourists can choose from a variety of different sized properties designed to make your time in the Keys comfortable and memorable. For families visiting the Florida Keys, vacation rentals by owner offer the maximum amount of space and privacy for the price. Your entire family will love exploring the islands and coming home to a private, spacious home or condo.

Beaches and Parks

While staying in one of the area's beautiful vacation rentals, Florida Keys tourists can enjoy a leisurely day at one of the best parks in the nation. These are just a few of the Keys most popular destinations:
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  • Everglades National Park has many fun activities for families. Kids can become Junior Rangers or go on a wildlife hike.
  • Bahia Honda State Park is known for its beautiful beaches and crystal clear water. Visitors can book a snorkeling tour online and enjoy over an hour of snorkeling in the Looe Key National Marine Sanctuary, where swimmers will explore the gorgeous Elkhorn and Star coral.

Things to Do

The Keys have plenty of fun things to do for every activity level. Families who enjoy the outdoors can take advantage of the wide availability of Florida Keys condo rentals and stay right on the beach!
  • Fishing enthusiasts visiting the Florida Keys will be very excited to hear that Islamorada is known as the sport fishing capital of the world, offering a variety of game fish.
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