Florida Keys Holiday Homes
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Featured Holiday Homes in Florida Keys

The Hammocks at Marathon
1688 Overseas Hwy, Marathon, FL
During your stay at The Hammocks at Marathon, you're just a quick walk from Boot Key Harbor. Features include an outdoor pool, a restaurant and a marina. This budget holiday home has 58 homes over 3 floors. Balconies and cable TV channels are available in all homes.
Pool
Whirlpool

FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays
Marathon, FL
During your stay at this holiday home, you're just a quick walk from Captain Hooks Marina and Dive Center. Features include an outdoor pool and laundry facilities. Free WiFi and a private pool are available in the holiday home.
Pool
Küche

KCB 1 BD / 4 Personen + Haustierfreundlich + WiFi + Private Cabana Club-DocKanal
key colony Beach, FL
During your stay at this holiday home, you're just a quick walk from Coco Plum Beach. You'll find features such as an outdoor pool and 1 hot tub. The holiday home offers free WiFi and a private pool.
Pool
Whirlpool

Mariners Club Townhouse, Epic Amenities, Tennis & Indoor Pickleball
Key Largo, FL
During your stay at this holiday home, you're just a quick walk from Bluefin Rock Harbor Marina. Features include an outdoor pool, a gym and 1 hot tub. In-room jetted baths and a kitchen are available in the holiday home.
Pool
Whirlpool

BEEINDRUCKEND! PRIVATE POOL, OCEAN FRONT & DOCK Schwesterhaus nebenan VRBO # 1034656
Marathon, FL
During your stay at this holiday home, you'll be within walking distance of Marathon Air Museum. You'll find features such as laundry facilities. A private pool and a kitchen are available in the holiday home.
Pool
Küche

Sommer 2020 fast gebucht! | Islamorada Oceanfront Estate | Pool, Strand und Dock
Islamorada, FL
During your stay at this holiday home, you're just a quick walk from Sunset Drive Beach. You'll find features such as free WiFi in public areas, plus an outdoor pool and a water park. Free WiFi and a private pool are available in the holiday home.
Pool
Küche

Dock, Pool, FREE RAMP, Kayaks, Jacuzzi, Amazing Ocean Views Pets are Welcomed!
Marathon, FL
During your stay at this holiday home, you'll be within walking distance of Marathon Air Museum. You'll find features such as an outdoor pool, 1 hot tub and laundry facilities. The holiday home offers free WiFi and a private pool.
Pool
Whirlpool

New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities
Key Largo, FL
During your stay at this holiday home, you're just a quick walk from Bluefin Rock Harbor Marina. An outdoor pool, 1 hot tub and laundry facilities are available. Enjoy your stay with amenities like in-room jetted baths and a kitchen in the holiday home.
Pool
Whirlpool

Waterfront Sgl Family Pool Startseite: 60 'Dock: Direkter Zugang zum Meer: Kajaks: Ozean
Marathon, FL
During your stay at this holiday home, you'll be within walking distance of Marathon Air Museum. Enjoy features like 1 hot tub and laundry facilities. The holiday home includes amenities such as free WiFi and a private pool.
Pool
Whirlpool

Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks
Marathon, FL
During your stay at this holiday home, you'll be within walking distance of Captain Hooks Marina and Dive Center. Features include an outdoor pool and laundry facilities. The holiday home includes amenities such as free WiFi and a private pool.
Pool
Küche

Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Summerland Key, FL
During your stay at this holiday home, you'll be close to Blue Hole. Features include laundry facilities. The holiday home offers free WiFi and a kitchen.
Küche
Waschmaschine

Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.
Marathon, FL
During your stay at this holiday home, you're just a quick walk from Captain Hooks Marina and Dive Center. Enjoy features like laundry facilities. Enjoy your stay with amenities like a kitchen and a Smart TV in the holiday home.
Küche
Waschmaschine

Waterfront Paradise in Marathon Key – 3BR Home with Private Canal Access!
MARATHON, FL
During your stay at this holiday home, you're just a quick walk from Boot Key Harbor. Laundry facilities are available. Enjoy your stay with amenities like a kitchen and 2 bathrooms in the holiday home.
Küche
Waschmaschine

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Key Largo, FL
During your stay at this holiday home, you'll be within walking distance of Jimmy Johnson's Big Chill. Features include an outdoor pool and laundry facilities. Enjoy your stay with amenities like a kitchen and 2 bathrooms in the holiday home.
Pool
Küche
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Florida Keys Holiday Homes essential information
Accommodation | 1043 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | The Hammocks at Marathon, FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays, KCB 1 BD / 4 Personen + Haustierfreundlich + WiFi + Private Cabana Club-DocKanal, Mariners Club Townhouse, Epic Amenities, Tennis & Indoor Pickleball, BEEINDRUCKEND! PRIVATE POOL, OCEAN FRONT & DOCK Schwesterhaus nebenan VRBO # 1034656, Sommer 2020 fast gebucht! | Islamorada Oceanfront Estate | Pool, Strand und Dock, Dock, Pool, FREE RAMP, Kayaks, Jacuzzi, Amazing Ocean Views Pets are Welcomed!, New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities, Waterfront Sgl Family Pool Startseite: 60 'Dock: Direkter Zugang zum Meer: Kajaks: Ozean , Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks, Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel , Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy., Waterfront Paradise in Marathon Key – 3BR Home with Private Canal Access!, Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool, Deep Water Canal Front Home Bequem zu Ozean und Golf! |