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Key Largo Florida Vacation Rentals - Home
1 / 45

Key Largo Home
6 Bedrooms / 4.5 Bathrooms / Sleeps 16
Home / 6 Bedrooms / Sleeps 16

(2)“ Excellent ”2 Reviews

Bedrooms:6
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$1,043
Per week:$7,300
Pets allowed:Yes
Internet:Yes

'Shadow Point' estate offers an exclusive retreat for vacationers desiring an intimate and private setting. This vacation rental is perfect for boaters, kayakers, canoers, divers and fishermen and can comfortably accommodate family retreats, workshops, weddings, and film shoots....

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Wonderful Visit!

“ Excellent ”
August 12, 2014
We loved the 1920's home, period furniture and all of the art displayed on the walls. It was like stepping back in time and felt very much like a family home. With two houses, we had space for all the adults in one and all the teens were in the smaller house, giving everyone a space for hanging out. Plus, being on two acres felt very private! Having the kayaks, paddle boards and snorkels was one of the best features--we kayaked every morning, followed by sun salutations (yoga) on the beach, and then snorkeling a few times very day. The house was well equipped, linens, towels, shampoo, blender and coffee pot all ready for use, although in August one of the AC units struggled to cool the room. The water is tea colored and visibility varied with the weather. Most of the water was shallow with lots of sea grass, but in the lagoon in front of the castle there are coral banks with lobsters (lots) and many more fish. We also saw sharks in the deep water and a sea turtle there. Being so close to Pennekamp park was great too, and we took a tour out in the Atlantic for a much better selection of coral, sea fans, parrot fish, and various angels. We will definitely go back!
Tamsen Valoir, HOUSTON

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Key West Florida Vacation Rentals - Apartment
1 / 25

Key West Apartment
2 Bedrooms / 3 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

(13)“ Very Good ”13 Reviews

from

$180

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Apartment
Per night:$180 - $350
Per month:$5,400 - $10,500
Pets allowed:Yes
Internet:No

CORAL SUITE: 2 bedroom 3 bath townhome for 6 people, and your pet! Both bedrooms (ensuite) are on the 2nd floor of this stilt home. Master bedroom has a private balcony. Guest bedroom is roomy and private. The Murphy bed in the living room is sturdy and comfortable. Kitchen is equipped...

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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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Cudjoe Key Florida Vacation Rentals - Home
1 / 24

Cudjoe Key Home
5 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$500

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$500 - $600
Per month:$15,000 - $18,000
Pets allowed:No
Internet:Yes

This 5 bedroom 3 bath house with pool on ocean front property on Highway, located just 20 miles away from the famous Key west complete with WiFi. This lovely home has it's own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill,...

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Key West Florida Vacation Rentals - Apartment
1 / 27

Key West Apartment
2 Bedrooms / 3 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

(25)“ Excellent ”25 Reviews

from

$180

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Apartment
Per night:$180 - $350
Per month:$5,400 - $10,500
Pets allowed:No
Internet:Yes

CORAL GARDEN: 2- bedroom 2. 5 bath townhome in the private gated community of Coral Hammock. Fully- equipped kitchen, comfortable dining area, and living room sports a gigantic 52" HDTV for your viewing pleasure. Master bedroom with bath ensuite offers a comfy queen bed; 2nd bedroom...

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Tavernier Florida Vacation Rentals - Home
1 / 24

Tavernier Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$154

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$154
Per week:$1,074
Pets allowed:Yes
Internet:Yes

ISLAMORADA MM 91 - Enjoy our concrete single family home with lots of outdoor seating to enjoy the beautiful weather! An outdoor lovers paradise! Enjoy stunning sunsets, from our homeowners park directly on Tavernier Creek. Relax for hours in our private oversized Tiki Hut in ...

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Dolphin Jump Key, your island for day time-play time!
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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Penthouse
#1 of 2 pools with waterfall
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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Marathon Florida Vacation Rentals - Townhouse
1 / 19

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

(5)“ Excellent ”5 Reviews

Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Townhouse
No rental rates available - please contact the owner
 
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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Tavernier Florida Vacation Rentals - Home
1 / 40

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

(1)“ Excellent ”1 Review

from

$600

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:22
Type:Home
Per night:$600
Per week:$4,200
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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Front View
1 / 29

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

(6)“ Excellent ”6 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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Beautiful Tropical Paradise

“ Excellent ”
June 23, 2015
We came down with another couple to spend the week on vacation. The house is very nicely updated with granite counters and well stocked kitchen. We brought our boat down and enjoyed the convenience of the dock and the nearby boat ramp to launch upon arrival. Bonus, there is a commercial size ice maker in the laundry area for our fishing escapades. A canal away from the Gulf and ten minutes by boat to the Atlantic. Another bonus was the private sandy beach which is only five minutes my foot. Kayaks, bikes, waterfront property...who could want anymore! Life is good at Villa Marlin!!
Susan Helms, Merritt Island, FL

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Waterfront II
1 / 17

Islamorada Home
4 Bedrooms / 3 Bathrooms / Sleeps 12
Home / 4 Bedrooms / Sleeps 12

(15)“ Excellent ”15 Reviews

from

$429

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$429 - $458
Per week:$3,000 - $3,200
Pets allowed:No
Internet:Yes

The Great Islamorada Getaway features a spectacular canal front home on an over- sized property with 136 feet of dock space and an in ground pool (heater/chiller optional). Large outside patio with gas grill and upstairs screened in porch. Brand new kitchen and appliances enhance ...

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Great place

“ Excellent ”
October 11, 2013
Great place!
Pamela Fetters, St Louis MO

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1 / 15

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

(9)“ Excellent ”9 Reviews

from

$350

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$350 - $500
Per week:$1,295 - $2,995
Pets allowed:Yes
Internet:Yes

Enjoy the relaxing, laid back lifestyle of Key Largo. For those who love diving, fishing, snorkling, boating, or just simply letting the world go by while relaxing oceanside. Feel free to contact me whenever you are ready – we are waiting for your call!...

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Holiday vacation

“ Excellent ”
January 6, 2015
We had a very nice stay over the new year. It is convenient to a few state parks with nice snorkeling. There was plenty of room. The unit was clean and the kitchen well equipped.
Adam Sigal, Philadelphia PA

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Breathtaking Sunsets
1 / 44

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

(19)“ Excellent ”19 Reviews

from

$400

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$400 - $700
Per month:$12,000 - $21,000
Pets allowed:No
Internet:Yes

Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from your back porch. Located just 90 miles south of Miami...

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just a wonderful place

“ Excellent ”
May 24, 2015
just loved the place and it was so tranquil , everything was just as we thought it would be ! and it was that indeed . hope to be back next year , and hopefully for a longer stay .
Peter MartIn, cocoa beach , florida u.s.a.

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Marathon Florida Vacation Rentals - Home
1 / 40

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

from

$428

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
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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Tavernier Florida Vacation Rentals - Home
1 / 10

Tavernier Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$84

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$84 - $117
Per week:$584 - $817
Pets allowed:No
Internet:Yes

This Gorgeous Home In The Sought Out Development Of Hammerpoint. Sits Ocean Front With Gorgeous Bay View. Large Dock Size Of 65 Feet. Experience The Sunrise And Sunset Of The Gorgeuos Florida Keys In This Fabulous Home. A Must See Treasure In The Florida Keys! ! ! !...

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Marathon Florida Vacation Rentals - Home
1 / 46

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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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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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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Marathon Florida Vacation Rentals - Home
1 / 25

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(4)“ Excellent ”4 Reviews

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$158 - $486
Per week:$1,100 - $3,400
Pets allowed:No
Internet:No

This Brand New water front home offers amazing retreat from the hustle & bustle of daily life. It’s located in the best place in Marathon, just minutes away from the Sombrero Beach, popular Bahia Honda, stores and more stores. The luxuriously decorated 3 Bedrooms 2 Baths beautiful...

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Perfect! !!

“ Excellent ”
August 7, 2014
The vacation was epic. Very very nice and clean. Great access to publix, gas, fishing and tackle, ICE, and everything else. Couldn't ask for anything else.
Bayne Eason, Ponce Inlet FL

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Our Beautiful Sunsets
1 / 23

Key Largo Condo
3 Bedrooms / 1.5 Bathrooms / Sleeps 6
Condo / 3 Bedrooms / Sleeps 6

(2)“ Excellent ”2 Reviews

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:1.5
Sleeps:6
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 / 19

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(11)“ Excellent ”11 Reviews

from

$236

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$236
Per week:$1,650
Pets allowed:No
Internet:Yes

A single family home on stilts. Balcony with a beatiful ocean view and small ramp for jet ski or small dingy. Five minute to the beach by car or jet ski. Three bedrooms two with queen beds and one with 2 twin beds. There are flat screen tvs in all rooms with all the paid movie channels...

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Marcia and Steve

“ Excellent ”
May 8, 2015
The house was beautiful. Everything you could want is readily available. Location is perfect. Very comfortable. Only downside is that I feel one bedroom could use a queen size bed. Lucy was very helpful in planning our trip. Would not hesitate to return
Steve Sonaty, Reportage, Indiana

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Key West Florida Vacation Rentals - Condo
1 / 5

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

from

$188

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$188 - $298
Per month:$5,640 - $8,940
Pets allowed:Yes
Internet:Yes

The Bella Vita has been totally renovated. It is a one bedroom, one bathroom condo on the first floor. This condo is steps to Duval Street! The large bedroom has a king size bed with a memory foam mattress. The living room has a Natuzzi sleeper sofa which sleeps 2. There is a galley...

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Key West Florida Vacation Rentals - Guesthouse
1 / 3

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

(1)“ Excellent ”1 Review

from

$393

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Guesthouse
Per night:$393 - $472
Per week:$2,750 - $3,300
Pets allowed:No
Internet:Yes

Beachfront home located on privately owned Sugarloaf Beach. This gated estate offers 350 feet of private beach and 4 acres of tropical gardens. The gardens have tropical plants and bananas that have been collected from all around the world. This 2 bedroom home is beautifully and fully...

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Great Get-a-Way

“ Excellent ”
February 8, 2010
We rented this cottage on the beautiful property of Sea Vista Estate for our 4oth wedding anniversary. We wanted a place to feel relaxed and renewed from the everyday complications of life. This was the perfect place for us. The property is beautiful, the cottage clean and neat with wonderful sunrise vistas and cool ocean breezes. The property owners were gracious and provided delicious key lime pie, daily newspapers and were ready to help with any needs we might have. The beach is quiet and private only shared with the three other houses' renters. The pool area is also very special in a lush tropical setting. We would love to come again and would highly recommend this place which is a quiet oasis to come back to after a fun trip to Key West and all the fun things to do in the area. Don't miss the restaurants, Blue Heaven in Key West and Square Grouper at Mile Marker 22!
Connie Simpson, Oak Ridge, Tennessee

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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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Marathon Florida Vacation Rentals - Cottage
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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1 / 17

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

(2)“ Excellent ”2 Reviews

from

$155

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$155 - $198
Per week:$1,080 - $1,380
Pets allowed:No
Internet:Yes

This beautiful end unit was completely renovated. Furniture updated the spring 2009. The kitchen includes granite counter tops, cabinets, and new appliances. The renovated bathrooms include new vanity with granite counter tops with newly tiled walls, Ceramic tile was installed ...

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Ocean's Edge Villa

“ Excellent ”
May 18, 2013
Great villa... well equiped with outstanding view.
Gordon Nichols, Athens, TX

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Private Heated Pool
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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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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Key Largo Florida Vacation Rentals - Home
1 / 25

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 12
Home / 4 Bedrooms / Sleeps 12

from

$117

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$117 - $167
Per week:$817 - $1,167
Pets allowed:Yes
Internet:Yes

Minimum Rental: 1 Month Enjoy your stay in this gorgeous single family home. You’ll love the convenient location in the Ocean Shores area of Key Largo. There’s easy ocean access from this 90' concrete dock. Water, electricity, fish cleaning station and gas barbecue grill are...

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1 / 9

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

Bedrooms:2
Bathrooms:2
Sleeps:2
Type:Townhouse
No rental rates available - please contact the owner
 
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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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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Living Room with 42" SONY LED, BOSE surround sound and screened deck
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 - 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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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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water view
1 / 6

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

(3)“ Excellent ”3 Reviews

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$250
Per week:$1,750
Pets allowed:No
Internet:Yes

Choose between two seperate suites (2bed/lbath $950 or (1bed/1bath $850)or BOTH combined for $1750. The upstairs (The Lighhouse Suite) is on the second floor and will accommodate six people. There are two bedrooms and one bath, an eat- in kitchen with beautiful wood flooring ...

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most accomodating

“ Excellent ”
April 1, 2015
Fantastic find! Comfortable and quiet retreat with more than enough space for our family. Robert and Joan were a pleasure to work with and we couldn't have been happier with the location and amenities. Our next visit to Islamorada will begin with a call to these owners for availability. Deep water canal easily handled our 27' fishing boat and gear. Convenient to the marina and the supplies we needed. All around win for us! Thanks Joan and Robert! See you soon!
Brad Bergemann, Charlotte, NC

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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 - 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 / 17

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

(6)“ Excellent ”6 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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Nice beach and friendly staff

“ Excellent ”
June 21, 2015
My family and I stayed at Cocoplum and we're happy with the size of the villa, friendliness of the staff and proximity of the beach. The property and villa were very clean, even if they were a bit outdated, and everything we needed was at the villa. The beach and pool were quiet, clean and easily accessible, even though we were at the villa farthest away. We definitely recommend this property for families.
Sarah Katsaras, Jacksonville, FL USA

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Key West Florida Vacation Rentals - Townhouse
1 / 11

Key West Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 6
Townhouse / 2 Bedrooms / Sleeps 6

(14)“ Excellent ”14 Reviews

from

$258

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
Per night:$258
Per week:$1,800
Pets allowed:No
Internet:Yes

This 2 bedroom, 1 and ½ bath end unit town home is located on President's walk ( Ivory Coast) in the prettiest section of the Truman Annex. The home is decorated in exceptional taste; including a King size bed in the master bedroom with ample closet space and its own private covered...

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Beautiful Escape in Truman Annex!

“ Excellent ”
January 17, 2015
This is a beautiful place in the heart of Truman Annex. Just 2 blocks from Duval so your close to everything, but far enough away if you prefer some quiet time. Very Relaxing Pool is a definite plus! The place does look like it the pictures if anything nicer. We loved our stay! We will stay there again! The Owners are just wonderful. This was our first time visiting Key West and We couldn't have picked a better place to stay. Thru the Week My Husband kept saying "Good Job finding this place its Great"! I can honestly say you wont be disappointed! Great Place to Vacation!
deb strieter, Unionville, Mi USA

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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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1 / 16

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

from

$54

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$54
Per week:$374
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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Tavernier Florida Vacation Rentals - Home
1 / 15

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

Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

28 NIGHT MINIMUM RENTAL - NO EXCEPTIONS. 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...

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community pool
1 / 17

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

(12)“ Excellent ”12 Reviews

from

$172

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$172 - $329
Per week:$1,200 - $2,300
Pets allowed:No
Internet:Yes

Three story townhouse with master bedroom, deck and full bath on second floor and guest bedroom and full bath on third floor. Kitchen, great room, and half bath on first floor as well as deck and garden. Outdoor grill on deck. Please note that I have a licensed real estate broker...

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Anns street

“ Excellent ”
October 9, 2014
We loved staying in this small but very cute place. The location is perfect, close to all the fun, but quiet. We loved how the place was decorated. Very cozy, and very comfortable. We will recommend it to our friends, and we hope to return our selves someday.
Rhandy Scrivner, Denver, Colorado

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Marathon Florida Vacation Rentals - Home
1 / 9

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

(5)“ Excellent ”5 Reviews

from

$142

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$142 - $199
Per week:$990 - $1,390
Pets allowed:Yes
Internet:Yes

Marathon Vacation Rental License 08- 00406 Mini Season rates are Higher NO RENTAL LESS THAN 1 week! ! ! ! You can stay less but must rent for the week No Exceptions Weather is great! ! ! Fishing is HOT! ! ! Relaxing is Hotter! ! ! 2 Bedroom 2 full bath.....

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wonderfu place

“ Excellent ”
April 5, 2015
great time and beautiful place. We'd come back again.
Terri Parson, mechanicsburg, pa

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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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View from the balcony
1 / 16

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

(5)“ Excellent ”5 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 and Great Host

“ Excellent ”
June 21, 2015
This place was more than we expected. The views and the Villa had everything we need and more. From the kitchen to laundry. Norm was there to help if anything was needed(wich we didn't need a thing). Planning on going back in 2016. thanks again Norm for a GREAT TIME. I've been spreading the word. Oh loved the Golf Cart!!
Donnie Glenn, Adel, Iowa

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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 - Villa
1 / 19

Islamorada Villa
1 Bedroom / 1 Bathroom / Sleeps 3
Villa / 1 Bedroom / Sleeps 3

(3)“ Excellent ”3 Reviews

from

$149

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:3
Type:Villa
Per night:$149 - $177
Per week:$1,040 - $1,235
Pets allowed:Yes
Internet:Yes

Minimum Rental: 7 Nights You can have it all – privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for one or two people who ...

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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

(2)“ Excellent ”2 Reviews

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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Very Memoriable Vacation

“ Excellent ”
June 18, 2015
I cant say enough good things about the house and grounds. It was beautiful, spacious and Tropical. It seemed like Bill thought of everything to make his vacation home a Tropical Paradise. Highly recommend it to who ever wants to experience the Keys at their best.
dolores sauls, Lakeland, FL

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About Florida Keys

Fun With Kids

While vacationing in the Florida Keys, rental homes leased by owner are a great choice for families with a few kids who need a little extra space. Florida Keys rental homes are a much better choice than hotels, because families will have a cozy home base to return to after a day of sightseeing. Some of the top activities for kids are:
  • The Key West Butterfly and Nature Conservatory was voted the #1 attraction in Key West by TripAdvisor and People's Choice Awards. Take a stroll through the conservatory, which houses between 50 and 60 species of plants, waterfalls, colorful birds, and of course--butterflies.
  • The Conch Tour Train is a fun way to see Key West with the kids. In operation since 1958, the 90-minute tour will take you through all of the island's most popular attractions.
  • Tropic Cinema has been named "Best Florida Cinema" by Florida Monthly magazine for four consecutive years. This landmark theater screens Hollywood blockbusters, documentaries, and foreign films.

Top 10 Activities in Florida Keys

Top 10 Activities in Florida Keys
Whether you prefer swimming, fishing, or sunning, there’s no shortage of things to do in the Florida Keys. Read on for the top 10 activities on these tropical islands.
 

Seven Mile Bridge

To get to the Florida Keys, you’ll have to traverse the Seven Mile Bridge, which is an attraction in its own right. For nearly seven miles, this bridge travels over the ocean, connecting the Middle Keys to the Lower Keys and providing travelers with stunning views.
 

John Pennekamp Coral Reef State Park

John Pennekamp Coral Reef State Park, the first underwater park in the U.S., offers a fascinating look under the surface of the Keys. Snorkel or scuba dive to get up close and personal with the reefs, or book a glass bottom boat tour to gaze from above. The admission fee is $8 per car, and there’s an extra charge for tours.
 

Lignumvitae Key Botanical State Park

Though it’s only accessible by private boat, this secluded island is worth a visit, since it ...

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Three Day Itinerary: Florida Keys

Three Day Itinerary: Florida Keys
The Florida Keys are an island archipelago off of Florida's southeast coast. Though the Keys include more than 1,700 islands, most are unpopulated, and only 43 are connected by bridge. The Keys enjoy warm tropical weather year-round, but are very exposed to hurricanes and tropical cyclones. The best time to visit is between March and May, before hurricane season commences on June 1. Weather permitting, a diverse array of historic and natural highlights await you throughout the year.
 

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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