Florida Keys Vacation Rentals, Florida Keys Home Rentals, Homes, & More

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$499

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$499
Per week:$3,490
Pets allowed:No
Internet:Yes

Margarita is a spacious 5 bedroom, 4 bath home located on the Gulf of Mexico. Enjoy endless gulf views as you relax at this private tropical setting with large pool, hot tub, and sun deck with BBQ. Relax on the sand and enjoy the beautiful aquamarine colors of the gulf. Margarita...

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The Brady Bunch vacation

“ Excellent ”
July 26, 2014
Our family is a modern Brady Bunch. This July was our first ever full family (including three cousins) vacation all together. It could NOT have been better. We had 8 kids (ages 16-8, boys and girls), one dog and two adults. The home was perfect for us...a little something for everyone! Pool was perfect, hot tub was relaxing at night, water access on the bay made it easy with our boat. The kids fished off the dock and even did a little practice snorkeling a few times. We feed the masses each meal with ease and could be seated not problem (10 of us) inside the house or pool side! The location on marathon was close to publix, a Home Depot and a west marine! But the best thing for us was at the end of the street (walking disturbance) was a dive shop called Tilden's! They rocked with cool excursions and cool supplies. We love SCUBA and the kids all got to trial it in the ocean. Tildens offers a thing called SNUBA...a definite win with older kids! Check it out. The rental team were responsive to everything! Within minutes of an issue they were ON IT! The grounds keeper/pool keeper came daily so it was always clean. We will SO stay here again AND tell our friends!
Angela, Fleming island fl

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Key Colony Beach Florida Vacation Rentals - Home
1 / 20

Key Colony Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$143 - $285
Per week:$995 - $1,995
Pets allowed:No
Internet:Yes

Welcome to Casa Mar Azul, an upscale Water Front 3 Bedroom, 2 Bath newer home with a 38 foot dock that sleeps 8 people and located at 600 10th Street in Key Colony Beach, located on the north end of Marathon and only a 1 hour drive to Key West. Do you want beaches We are just a...

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Key Largo Florida Vacation Rentals - Cottage
1 / 10

Key Largo Cottage
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”3 Reviews

from

$175

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$175 - $225
Per week:$1,225 - $1,575
Pets allowed:No
Internet:No

The Captain's Unit can sleep 2 adults and 1 to 2 kids. It is a one- bedroom suite with its own Jacuzzi tub and a tiki shower. It has 1 king size bed, which also faces the water. An additional bedroom with 2 single beds (bunk bed style)which can be opened for this cottage making...

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Keys Cottage was just what we needed!!

“ Excellent ”
August 22, 2013
We stayed in the Keys Cottage, myself, husband, and his 11 year old son. It was very relaxing. Gloria, Ken, and Cody were very helpful, professional, and a wealth of local information. Capt. Sheldon was a pleasure to deal with. We enjoyed the kayaks, canoes, paddle boards, and use of one of their sail boats!! It was great and I would recommend this place to anyone wanting a beautiful, quiet place on the bay.
Patricia Mouton, Deerfield Beach, FL

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Key Largo Florida Vacation Rentals - Cottage
1 / 26

Key Largo Cottage
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$200

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Cottage
Per night:$200 - $250
Per week:$1,400 - $1,750
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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Grassy Key Florida Vacation Rentals - Villa
1 / 11

Grassy Key Villa
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”6 Reviews

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Villa
Per night:$229 - $400
Per week:$1,600 - $2,800
Pets allowed:Yes
Internet:Yes

An Attractive House With Heated Pool/spa, Boat Dock & Beach, In A Unique Tucked Away, Completely Private Location. The Peninsularhouse Only Rents Sat To Sat. Check- in At 2pm, Check- out At 10am The Following Sat. Weeks Available In 2015 Are:- Available (1wk) May...

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DREAM COME TRUE

“ Excellent ”
December 6, 2014
76 yr old gramma, son, daughter in law, two 21yr olds. The best vacation ever. The home, location , accommodations, cleanliness, total package was much more then we expected. We called it the paradise house. We can't wait to go back.
Norma E Becker Reynolds, Cocoa Beach, Fl

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Key Largo Florida Vacation Rentals - Home
1 / 23

Key Largo Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$275

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Home
Per night:$275 - $475
Per week:$1,700 - $2,250
Pets allowed:Yes
Internet:Yes

Escape to your own private paradise nestled in one of the most picturesque bay coves in all of Key Largo within Black Water Sound. Enjoy fishing, snorkeling, scuba diving, water skiing, or kayaking from your own pier and dock. Bring your boat and launch away into the mysteries...

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Great For A Large Family

“ Excellent ”
July 24, 2014
We stayed with my extended family (11 of us in all including 3 kids) and this home accommodated us all. The view from the dock is amazing. Beautiful in the morning and gorgeous sunsets at night. We spent more time on the deck than in the house. It was clean with lots of living space. We loved having a full kitchen with everything we needed to cook with. The laundry room is also a plus for a long stay. Close to everything including a Winn-Dixie and Publix just down the road.
Emily Jarrett, Vero Beach, FL

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Islamorada Florida Vacation Rentals - Condo
1 / 9

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$143 - $200
Per week:$1,000 - $1,400
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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Marathon Florida Vacation Rentals - Villa
1 / 34

Marathon Villa
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Villa
Per night:$143 - $715
Per week:$1,000 - $5,000
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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best vacation ever

“ Excellent ”
September 11, 2014
Would have to write a small noval to tell of the unbelievably good accommodation and the peacefulness of indigo reef we always stayed at tranquility bay but this year we took a chance with john Vito. One word awesome!
Brian clouthier, Oc maryland

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Key Largo Florida Vacation Rentals - Villa
1 / 16

Key Largo Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$400

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$400
Per week:$995 - $2,195
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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Awesome stay in Key Largo.

“ Excellent ”
August 8, 2014
My family's stay in this condo in Key Largo perfect. The view was incredible. I'm giving it a full 5 stars because of the wonderful view and the relaxed atmosphere. Loved having access to full kitchen and laundry facilities. Everything was in good repair and working order.
Starla Yount, owenton, kentucky

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Key Largo Florida Vacation Rentals - Home
1 / 5

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$150
Per week:$1,050
Pets allowed:No
Internet:No

Absolutely adorable.. Ocean access - great boating - fantastic fishing and diving snorkel and scuba! ! ! Please note we are accepting rentals between January 1, 2015 and April 30, 2015, subject to a one month minimum stay and from May 1, 2015 thru December 31, 2015, two week...

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”12 Reviews

from

$350

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$350 - $408
Per week:$2,450 - $2,850
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 / 12

Marathon Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$715

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$715
Per week:$5,000
Pets allowed:No
Internet:Yes

This luxurious executive home is located in the Heart of the Florida Keys on Yacht Harbor Island in Marathon. Come and enjoy the new private pool surrounded by paver decking and two tiki huts for plenty of shade. The 120' of deep water dockage is perfect for your boat, jet skis, ...

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Key Largo Florida Vacation Rentals - Home
1 / 8

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$65

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$65 - $89
Per week:$455 - $619
Pets allowed:Yes
Internet:Yes

Enjoy the real Keys atmosphere. Large (40’ by 16’) screened porch area, complete with kitchen (including automatic dishwasher), Tiki Bar, Hot Tub, Sleeper sofa, large patio table with comfortable chairs. Recently remodeled main bathroom with new front loading washer and dryer....

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Islamorada Florida Vacation Rentals - Guesthouse
1 / 5

Islamorada Guesthouse
2 Bedrooms / 2 Bathrooms / Sleeps 8

from

$286

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Guesthouse
Per night:$286
Per week:$2,000
Pets allowed:No
Internet:No

Amazing five acre ocean front lot with incredible historic houseboat residence where President Truman and President Bush slept. Two and a half hour drive from Ft. Lauderdale or Miami, Islamorada is the sport fishing capital of the world. Family owned since 1960 . . ....

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Long Key Florida Vacation Rentals - Home
1 / 29

Long Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 9

“ Excellent ”6 Reviews

from

$243

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:9
Type:Home
Per night:$243 - $300
Per week:$1,700 - $2,100
Pets allowed:Yes
Internet:No

Huge Master Bedroom With View Of Beach And Large Balcony, Refrigerator And Microwave And Bar In 2nd Floor... Master Suite. Beautifull Sunrise Off You Private Balcony. First Floor Large Bedroom With Bath, Large Living Room, Dining Room, Sitting Area With Single Bed, Perfect...

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Family reunion

“ Excellent ”
August 4, 2014
We were a party of 7 and there was plenty of room for everyone. The house sets up beautifully for those wishing to take advantage of the view and use the patio. We brought our two dogs and with the gate in front we never felt they were in danger. Stayed from Saturday to Saturday which was the perfect amount of time. Plenty of good restaurants between Islamorada and Marathon which takes about 15 minutes to get to. Great charter fishing in Marathon ("Main Attraction"), both captain and mate were fantastic. Highly recommend this property if you really want to sit back, relax and enjoy The Keys the way they are meant to be.
Tom Gieseking, Orlando, Florida

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Key West Florida Vacation Rentals - Condo
1 / 22

Key West Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$250 - $450
Per month:$7,500 - $13,500
Pets allowed:No
Internet:Yes

"TEE BY THE SEA" vacation rental (we include 8 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

“ Excellent ”
May 6, 2013
The unit was very comfortable and well equipped. The pool area was terrific and location to Key West couldn't be better. The only thing we found negative at all was the close proximity to the road but that being said it did not ruin our visit. We would stay here again.
Veronica Laliberte, Oakville, Ontario Canada

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Key Largo Florida Vacation Rentals - Home
1 / 6

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$140

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$140
Per week:$980
Pets allowed:No
Internet:No

The Main House, a fully furnished 2- bedroom split- level house facing the bay. Features include private patio and barbeque, two dining areas and a large living room. The masters bedroom located at the top of the stairs contains 2 queen size, large closet, and an adjoining bathroom....

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Marathon Florida Vacation Rentals - Home
1 / 17

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

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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Key West Florida Vacation Rentals - Home
1 / 15

Key West Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$358 - $857
Per week:$2,500 - $5,999
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 / 28

Key West Villa
6 Bedrooms / 7 Bathrooms / 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 - Home
1 / 25

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$400 - $785
Per week:$2,795 - $5,495
Pets allowed:Yes
Internet:Yes

Enjoy the family and friends at this home with pool, 100' fishing dock with good fishing (right on the Vaca Cut), and kayaks. Rents Saturday to Saturday and sleeps up to 10 people. This beautifully landscaped property, centrally located in the Florida Keys, features a host...

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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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Key Largo Florida Vacation Rentals - Home
1 / 28

Key Largo Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$210

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$210 - $325
Per week:$1,200 - $1,550
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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Excellent location

“ Excellent ”
June 2, 2014
very warm and comfortable home, with a large dock and direct ocean and bay access. walked over to the Old Tavernier Restaurant across the street nearly every evening for great dinner and drinks.
GEORGE DAGNESSES, Miami,Florida

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Tavernier Florida Vacation Rentals - Home
1 / 12

Tavernier Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$134

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$134
Per week:$934
Pets allowed:Yes
Internet:Yes

Spacious and beautiful 4 bedroom Oceanside Canal home, located 7 miles south of Key Largo. Completely and tastefully furnished for most of your needs:) Custom buildt with good use of space for your comfort. The outside veranda is a perfect entertaing area w/ mini refigerator. Direct...

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Tavernier Florida Vacation Rentals - Home
1 / 40

Tavernier Home
6 Bedrooms / 6 Bathrooms / Sleeps 22

“ 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 - Home
1 / 24

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$400

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$400 - $708
Per week:$2,795 - $4,950
Pets allowed:Yes
Internet:Yes

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

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Key Colony Beach Florida Vacation Rentals - Villa
1 / 9

Key Colony Beach Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$243 - $643
Per week:$1,695 - $4,495
Pets allowed:Yes
Internet:Yes

KEY COLONY BEACH LUXURY VACATION RENTAL HOME Magnificent Keys style contemporary home offering many individual features. The large private yard is beautifully landscaped and you will find unmatched seclusion among the multiple varieties of native Palms, Banana Trees and other ...

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It WAS paradise for us!!!

“ Excellent ”
May 28, 2014
We had one of the best vacations we ever had in the house located in Marathon Florida. We had never been to the keys before so did not know what to expect but what we found was a very laid back community that is simply surrounded by the natural beauty of the ocean. The house was amazing and roomy enough for four adults and four teenagers. The teenagers were never bored as we had our own pool which we used several times a day and we also rented a boat for 8 days to do some fishing on the ocean...amazing! The bedrooms were roomy enough with king sized beds in three bedrooms and a queen bed in the fourth bedroom. The rental company left basics to start with...always nice to have toiletries and coffee pack to start before you have a chance to go shopping at the Winn-Dixie or my favourite Publix. You could literally spend all of your time at the house as the pool was the main focus and the iguanas in the yard were so entertaining and we fed them strawberries which they loved. It was fun to watch the critters hop up to the hot tub to get a drink once in awhile!!! The property was so peaceful as it is bordered by two yards on both sides which are for sale but that means that your neighbour was not that close. The canal was gorgeous and so peaceful just to sit there and watch the boats go in and out all day to do some cruising or some fishing! The area you are in in exclusive and there are 4+ million dollar homes there and it was fun to go around and see how beautiful these places were and to dream! But for two whole weeks we did have our slice of paradise and we will never forget it. A wonderful memory was made down there in the keys and it will always be in my heart!!! Thank you Coco Plum realty....you all are top notch and would love to have another vacation with you again!!!!
Karen Goheen Purdy, Sexsmith, Alberta, Canada

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Key West Florida Vacation Rentals - Yacht
1 / 10

Key West Yacht
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$300

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Yacht
Per night:$300
Per week:$2,100
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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Islamorada Florida Vacation Rentals - Home
1 / 24

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$386

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$386 - $415
Per week:$2,700 - $2,900
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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Little piece of paradise

“ Excellent ”
November 26, 2014
This home was very comfortable and in a great location. We will definitely consider this one again for our next trip.
Jackie Sieg Luttrell, South Dakota

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Key Largo Florida Vacation Rentals - Home
1 / 13

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 15

“ Excellent ”13 Reviews

from

$334

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:15
Type:Home
Per night:$334
Per week:$2,334
Pets allowed:No
Internet:Yes

Simply amazing! Those are the words that best describes this unique 4 bedroom + loft, 3 bath Key Largo Home. Our home is on a beautiful secluded property with gorgeous breathtaking views of the BAY, two tiki huts with built- in bar, hammocks, and grill. Feel free to even bring...

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Gorgeous setting

“ Excellent ”
March 22, 2014
Lovely place right on the water. Comfortable house. Owner very cooperative in fixing minor difficulties.
John Case, Cambridge MA USA

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Islamorada Florida Vacation Rentals - Townhouse
1 / 10

Islamorada Townhouse
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$67

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$67 - $94
Per week:$467 - $654
Pets allowed:No
Internet:No

Escape to Islamorada and enjoy this beautifully updated 2 bedroom / 2 bath townhouse located in Executive Bay Club a bay front property. This is a private gated community with 24 hour security. The property features 2 tennis courts, a full size pool with bay views, private beach,...

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Very Satisfied

“ Excellent ”
April 2, 2013
The property is in excellent condition. It was a pleasure staying at Executive Bay Club. We were fortunate to have good weather, the pool is very nice, as well as the beach and dock facilities . WE WILL BE BACK !
Fred Lipp, Highland Hts. Ohio

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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$158

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$158 - $179
Per week:$1,100 - $1,250
Pets allowed:No
Internet:Yes

Lovely view of the lagoon and "cute as a button"! This 2 bedroom, 1 bath Gulfside home is sure to please. 75' of protected dockage on the canal with step down dock, fish cleaning table and good fishing. Quick access to the Gulf and just a short run to the Ocean via Vaca Cut. The...

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Marathon Florida Vacation Rentals - Villa
1 / 22

Marathon Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 12

“ 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 / 7

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$929

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$929 - $1,143
Per week:$6,500 - $8,000
Pets allowed:Yes
Internet:No

Private island, on ocean side of Marathon! 3 bedroom, 2 bath & 21- ft Carolina skiff. Entire island to yourself! ! Coral reef, 1/4 mile off- mainland. Spectacular 2700 sq ft, living area - 2300 sq ft, hammock- studded verandah! Full kitchen w/micro, linens/towels, cable-...

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Ramrod Key Florida Vacation Rentals - Home
1 / 8

Ramrod Key Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$329

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$329
Per week:$2,300
Pets allowed:No
Internet:No

4 Bedrooms, 2 Bathrooms, Sleeps 8 Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open.. This is a spacious oceanfront 4/2 home with a heated pool/spa and breathtaking open water views! It is located on beautiful Ramrod Key...

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Fantastic

“ Excellent ”
August 19, 2014
This house was great. Had everything you could ask for. The owner even called to make sure we made it ok and if we needed anything. Best view, plenty of space absolutely gorgeous couldn't of asked for better.
Gina Ashton-Jones, Magnolia TX

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Key West Florida Vacation Rentals - Home
1 / 25

Key West Home
5 Bedrooms / 5.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$865

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:12
Type:Home
Per night:$865 - $1,225
Per month:$25,950 - $36,750
Pets allowed:No
Internet:Yes

THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis Johnson. It is located just three blocks from Duval Street, in the heart of Key West’s Old Town, within walking distance of restaurants,...

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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 / 6

Marathon Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$349

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$349 - $483
Per week:$2,443 - $3,381
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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Key Colony Beach Florida Vacation Rentals - Condo
1 / 9

Key Colony Beach Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”3 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$143
Per week:$1,200
Pets allowed:No
Internet:Yes

Two bedrm, two bathrm condominium, beautifully decorated on Key Colony Beach. Private beach and pool on gorgeously landscaped and well maintained property. Snorkel, dive or relax on the beach - - this is a heavenly spot for all of your family....

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Just What They Said It Was

“ Excellent ”
May 19, 2014
No surprises. It was just as beautiful as they said it was. Simple instructions and very little rules. Just common sense requirements. The grounds were well kept the pool and beach clean and the room was spotless. Short walk to a quiet park or a fine dinner at the Key Colony Inn. Walk another 5 minutes and you are having happy hour. You really do not have to go far for anything. A grocery store is about a 5-10 minute drive just down the road. You are very close to anything you may need. I rated this experiance very high because I was really happy with my stay. The price was fair and the process to rent was simple.
Brian Rusch, Michigan

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2 Side-by-side homes, 2 9x19 foot pools, 2 docks.
1 / 32

Marathon Home
8 Bedrooms / 6 Bathrooms / Sleeps 20

from

$757

/ night

Email Owner
Bedrooms:8
Bathrooms:6
Sleeps:20
Type:Home
Per night:$757 - $1,085
Per week:$5,295 - $7,595
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This rental 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, ...

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Marathon Florida Vacation Rentals - Home
1 / 27

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$571

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$571 - $929
Per week:$3,995 - $6,500
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 boat for the entire week! ARE WE THE ONLY PEOPLE ON THE ISLAND? Your family or group will be the only people on Pretty...

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Key Largo Florida Vacation Rentals - Cottage
1 / 13

Key Largo Cottage
3 Bedrooms / 1 Bathroom / Sleeps 5

from

$60

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:5
Type:Cottage
Per night:$60
Per week:$420
Pets allowed:Yes
Internet:Yes

Our home is available for the months of December, April and May ONLY. Weekly rental minimum . Thanks! Sit back and relax under a coconut tree while watching a great sunset on our sandy private community beach. Come and enjoy the Florida Keys and everything it has to offer. Stay...

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Key Largo Florida Vacation Rentals - Cottage
1 / 10

Key Largo Cottage
1 Bedroom / 1 Bathroom / Sleeps 2

from

$165

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Cottage
Per night:$165 - $210
Per week:$1,155 - $1,470
Pets allowed:No
Internet:Yes

Beautiful Sailfish Cottage is right in front of the bay and has it's own tiki hut facing the water with my personal favorite, a tiki shower for 2 containing 4 relaxing shower heads. It's a freestanding cottage which sleeps 2. We also call this cottage the Honeymoon Suite. Please...

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Key Largo Florida Vacation Rentals - Condo
1 / 23

Key Largo Condo
3 Bedrooms / 1.5 Bathrooms / Sleeps 7

“ Excellent ”1 Review

from

$136

/ night

Email Owner
Bedrooms:3
Bathrooms:1.5
Sleeps:7
Type:Condo
Per night:$136 - $172
Per week:$950 - $1,200
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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fantastic bay view

“ Excellent ”
August 1, 2014
the view was great the dock was great for fishing and the location was the best . the unite had a book full of places to see and do as well as places to eat .happy
LEE POLLY, illinois

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Marathon Florida Vacation Rentals - Cottage
1 / 15

Marathon Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 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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Great family vacation!

“ Excellent ”
June 19, 2014
We had a great time in the keys! The house is easy to get to and beautiful! There was plenty if space for all of us. The kids loved swimming in the pool and fishing off the dock. We saw a manatee and hooked a tarpon in the canal. We rented kayaks and explored the area. Check in and check out were easy. Can't wait to visit again!
Kathy Ford Goldstein, Colorado, USA

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view from the 2nd floor balcony
1 / 52

Key Largo Home
5 Bedrooms / 3 Bathrooms / Sleeps 16

“ Excellent ”24 Reviews

from

$500

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:16
Type:Home
Per night:$500
Per week:$3,500
Pets allowed:No
Internet:Yes

Have you ever been in paradise? If not, this is the closest you will ever be, wake up to a beautiful sunrise and aqua blue water of the bay , occasional flock of Iris roaming around the yard , while the palm trees swing from the ocean breeze, this house with its unique architectural...

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Great place for a corporate retreat

“ Excellent ”
May 6, 2014
Our group of 6 business owners had an absolutely fantastic stay at this beautiful home. The group was able to relax and enjoy the stunning views from the dock and outside areas, while conducting focused business conversations in a stunning tranquil paradise. The sleeping accommodations were great, the kitchen and common areas of the property were all first class. Would go back there again next time our group meets in South Florida.
Brian Meister, Lauderhill, Florida

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Tavernier Florida Vacation Rentals - Home
1 / 7

Tavernier Home
3 Bedrooms / 2 Bathrooms / Sleeps 10

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$250 - $325
Per week:$1,650
Pets allowed:Yes
Internet:Yes

This keys getaway is nestled perfectly between Islamorada and Key Largo on the ocean side. Cable and wifi Internet is available also. Really laid back atmosphere super comfortable and meant for enjoying yourself with love ones.. Swimming and boating friendly 3. 5 miles away from John...

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Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

Come enjoy this family friendly house. There are 3 bedrooms and 2 bathrooms upstairs and a separate 1 bedroom 1 bathroom and kitchen downstairs. There is a balcony off of the living room where you can sit and have your morning coffee as you watch the ocean. The house is completely...

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Key Largo Florida Vacation Rentals - Villa
1 / 16

Key Largo Villa
3 Bedrooms / 3 Bathrooms / 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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Marathon Florida Vacation Rentals - Home
1 / 25

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$210

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$210 - $239
Per week:$1,470 - $1,670
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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Marathon Florida Vacation Rentals - Home
1 / 13

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$428

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$428
Per week:$2,990
Pets allowed:No
Internet:Yes

Enjoy spectacular sunsets and beautiful waterfront at Caribbean Sunset. This spacious three bedroom, three bathroom home has a well appointed kitchen, three king bedrooms (one converts to two twins) and a beautiful separate laundry room. Celebrate sunsets poolside, beneath your...

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Manatee Bay View
1 / 21

Grassy Key Home
5 Bedrooms / 4 Bathrooms / Sleeps 14

from

$643

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:14
Type:Home
Per night:$643 - $1,286
Per week:$4,500 - $9,000
Pets allowed:No
Internet:Yes

Imagine gazing across a large, sparkling swimming pool to see a natural in- ground aquarium .. big enough to swim in, and filled with tropical fish, tarpon and lobsters. It has crystal clear water, and is accessed by way of a sand- beach entry; beyond that sits the endless expanse...

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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:
  • John Pennekamp Coral Reef State Park is the oldest underwater park in the world. Located in Key Largo, families can explore the 47 campsites located on 67,845 acres, split between land and underwater areas. Nature trails, beaches, kayak and canoe rentals, and glass-bottom boat tours are available.
  • 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.
  • Water sports are also very popular in the Keys. Hang gliding, parasailing, kayaking, and paddle boarding are great choices for adventurous families.
  • Swimming with dolphins is a unique experience that every tourist of the Florida Keys should try! Through Dolphins Plus in Key Largo, visitors can go on a structured or natural swim with the dolphins or visit the sea lions through the Sea Lion Encounters program. In Key West, Theater of the Sea offers a wonderful opportunity to swim with dolphins, sea lions, and rays. Kids will have a blast learning about these delightful creatures.
Local History
While staying in one of the area's many vacation rentals, Florida Keys visitors may want to learn a little about the history of these breathtaking islands.
  • Ernest Hemingway Home and Museum is a must for literature enthusiasts. Located in Key West, this historical landmark was Hemingway's home from 1931 to 1939, and the place in which he penned some of his most-loved work.
  • The Florida Keys Eco-Discovery Center is sure to be a hit with the kids. Housing over 6,000 square-feet of interactive exhibits, this museum is a great way to introduce kids to underwater and wildlife ecosystems. And admission is free!
Sightseeing Tours are one of the best ways to learn about the islands. Glass-bottom boat rides, sunset tours, and dinner cruises are all available. Remember to reserve your spot online ahead of time to save on ticket prices.
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.
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