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8,367 houses

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Private Beachfront -Perfect for Families and Events Historic Shadow Point Estate

Key Largo house

6 bedrooms
5 bathrooms

sleeps 16

“Fantasic wedding on paradise!!” We picked Shadow Point because of it's fabulous secluded view and beautiful gardens on 2.5 acres. The house and cottage held up to 16 of us and was wonderfully decorated with period antiques. Our guests loved playing at their beach and kayaking and swimming around Key LargoSound. Our wedding was perfect with the full moon rising over our reception. We danced the night away in paradise.

Match: Rental types Freezer Sea view Swing set or jungle gym

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Price per night from

$2,405

Pool Home - Steps from the Beach

North Captiva Island house

3 bedrooms
4 bathrooms

sleeps 7

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Price per night from

$1,145

Orlando Dream Vacation Home

Reunion house

6 bedrooms
7 bathrooms

sleeps 12

Match: Rental types Freezer Sea view Swing set or jungle gym

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Price per night from

$401

BAYFRONT CONDO ON TAMPA AY

Tampa condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$217

Penthouse Sunsets and Tropical Breeze in Key Largo

Key Largo condo

2 bedrooms
2 bathrooms

sleeps 6

“Great place for a family of 5” Loved the condo, it was family friendly and very spacious. We had a great view from our deck. The owner was very friendly and very helpful. The facility had a great tennis court and we loved the lagoon. This unit was a great value and the owner makes it affordable for the average family to be able to spend time there.

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Price per night from

$315

Ocean Oasis Ocean Pointe Clubhouse, Pool, Key Largo, Islmorada, Honeymoon Dream

Tavernier condo

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$457

Coastal Key Largo Townhome with Ocean Views, Pool & Dock

Key Largo townhouse

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$390

Beautiful resort townhouse near Disney with a pool

Kissimmee house

3 bedrooms
3 bathrooms

sleeps 8

3 of 4 match: Sea view, Rental types, Freezer, Swing set or jungle gym

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Price per night from

$165

Entire house - 4 bedroom, 2.5 bath, plus loft

Gibsonton house

4 bedrooms
2 bathrooms

sleeps 10

3 of 4 match: Sea view, Rental types, Freezer, Swing set or jungle gym

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Price per night from

$327

Barletta at Bella Terra #23-2313

Estero house

2 bedrooms
2 bathrooms

sleeps 4

3 of 4 match: Sea view, Rental types, Freezer, Swing set or jungle gym

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Price per night from

$165

RVH_171R Whisper Way's Finest

Kissimmee house

3 bedrooms
3 bathrooms

sleeps 8

3 of 4 match: Sea view, Rental types, Freezer, Swing set or jungle gym

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Price per night from

$197

BREATHTAKING Ocean views await at Tropical Daze

Key Largo apartment

2 bedrooms
2 bathrooms

sleeps 4

“Couldn't be better!!!” If you are looking to rest and relax, look no further.

Responds fast! avg. 2 hours 17 minutes

3 of 4 match: Rental types, Freezer, Sea view, Swing set or jungle gym

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Price per night from

$286

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$266

Beachside Fun on Florida Space Coast Cape Canaveral Beach Resort - holiday inn

Cape Canaveral villa

2 bedrooms
2 bathrooms

sleeps 10

3 of 4 match: Rental types, Freezer, Sea view, Swing set or jungle gym

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Price per night from

$366

Peaceful ocean view retreat in the Florida Keys

Tavernier condo

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Rental types, Freezer, Sea view, Swing set or jungle gym

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Price per night from

$258

Disney Dream: Hot Tub, Pool, Xbox, Games Room, Clubhouse, 15 min to Disney

Intercession City villa

7 bedrooms
5 bathrooms

sleeps 14

3 of 4 match: Rental types, Freezer, Sea view, Swing set or jungle gym

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Price per night from

$343

Seaplace Condo - 1975 GMD 104

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 4 match: Rental types, Freezer, Sea view, Swing set or jungle gym

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Price per night from

$192

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

3 of 4 match: Rental types, Freezer, Sea view, Swing set or jungle gym

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Price per night from

$745

EXECUTIVE BAY ISLAMORADA BY SoFLA VACATIONS

Islamorada townhouse

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Freezer, Sea view, Swing set or jungle gym

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Price per night from

$286

Luxury Vacation Rental Oceanfront in Key Largo, nr, Islamorada, Florida Keys

Key Largo apartment

2 bedrooms
2 bathrooms

sleeps 4

“Great place to stay” We stayed at Sally and andrew´s place for a week. When we looked for a place to stay, we wanted a place not to far of Key West and Miami, and this place was just great! There were lots of places to eat out, things to see, and Key West and Miami was not to far away. The apartment was great, Andrew was too! Everthing regarding the stay were done in a professionel way. Both before the stay and after. The way of paying could have been easier though, but that is not a big problem We had a great time, all four of us visiting from Norway. If anyone should ask me where to stay in that erea, I have absolutely no problem telling them about Sally and andrew´s place! Ps: Make shure to have the time to eat at Mrs Mac´s Kitchen...

3 of 4 match: Rental types, Freezer, Sea view, Swing set or jungle gym

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Price per night from

$206

Four Seasons 2 bedroom suite

Miami apartment

2 bedrooms
3 bathrooms

sleeps 8

3 of 4 match: Rental types, Freezer, Sea view, Swing set or jungle gym

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Price per night from

$979

5 bed beauty with beautiful peaceful lake view!!

Intercession City house

5 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 5 minutes

3 of 4 match: Sea view, Rental types, Freezer, Swing set or jungle gym

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Price per night from

$217

Spacious Villa with Playground in Encore

Reunion house

5 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 2 hours 50 minutes

3 of 4 match: Sea view, Rental types, Freezer, Swing set or jungle gym

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Price per night from

$275

Charming Villa W/ Games Room at Encore

Reunion house

6 bedrooms
6 bathrooms

sleeps 12

Responds fast! avg. 2 hours 50 minutes

3 of 4 match: Sea view, Rental types, Freezer, Swing set or jungle gym

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Price per night from

$321

RVH_049R Cabana Court Villa

Reunion house

3 bedrooms
3 bathrooms

sleeps 8

3 of 4 match: Sea view, Rental types, Freezer, Swing set or jungle gym

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Price per night from

$189

H ES TP 17050 - Home in the Place at Corkscrew

Estero house

3 bedrooms
3 bathrooms

sleeps 6

2 of 4 match: Sea view, Freezer, Rental types, Swing set or jungle gym

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Price per night from

$275

ES BT 4-411 - Condo in Barletta at Bella Terra

Estero house

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Sea view, Freezer, Rental types, Swing set or jungle gym

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Price per night from

$190

BR VLA ********* - Villages on Lake Augusta at Breckenridge

Estero house

3 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Sea view, Freezer, Rental types, Swing set or jungle gym

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Price per night from

$128

Florida Keys Splendor at Hammer Point

Tavernier house

2 bedrooms
2 bathrooms

sleeps 4

“Winter Paradise!” My wife and I stayed at this great place in January 2014 and it was wonderful. It was very clean and well maintained. The canal was great to watch the fish jump and we saw Manatees almost every day. We especially liked the kayak and did a lot of site seeing from the ocean side. Migdy was great to work with and very accommodating. We would highly recommend this place to anyone.

3 of 4 match: Sea view, Rental types, Freezer, Swing set or jungle gym

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Price per night from

$157