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Florida Keys >
Holiday homes

Vacation Rentals Florida Keys, Vacation Rentals

Sorting by

Ocean Oasis- Waterfront Pool Home, 35' Dock

101 Avenue D, Hotel in Marathon, United States

Newly Renovated 3Br2Ba Duplex With Private Dock

300 11Th Street, Hotel in Key Colony Beach, United States

560 US$

min. price/night

Three-Bedroom Townhouse

11600 1St Avenue Gulf Villa 21, Hotel in Marathon, United States

573 US$

min. price/night

Martin Family Fish Camp

106 Madeira Rd., Hotel in Islamorada, United States

823 US$

min. price/night

Villa Franchella - Waterfront Luxury Home, Pool, 45 Dock

11252 5Th Avenue, Hotel in Marathon, United States

Soleil Chalet

1116 Varela, Hotel in Key West, United States

Meadows Manor

1324 Newton Street, Hotel in Key West, United States

Mirador House -Pool & Dock!

6 Shoreline Road, Hotel in Stock Island, United States

4204 US$

min. price/night

The Ebberly House - Amazing Pool In Gated Community

Shoreline Road 1, Hotel in Key West, United States

4783 US$

min. price/night

Oceans Retreat 1B 2Ba Steps To Pool Atlantic Oc

Overseas Highway 10877, Hotel in Marathon, United States

Casa Caribe

506 Catherine St, Hotel in Key West, United States

Hawkins Lookout

22910 Hawkins Ln, Hotel in Cudjoe Key, United States

391 US$

min. price/night

Louisas Hideaway

508 Louisa Street #4, Hotel in Key West, United States

Ritaville - Monthly Rental

Key West, Hotel in Stock Island, United States

267 US$

min. price/night

Layover In Paradise By Last Key Realty

821 Waddell Street, Hotel in Key West, United States

Island Pearls

527 Fleming Street, Hotel in Key West, United States

Emmas Secret By Avantstay Heart Of Old Town W Shared Pool Month Long Stays Only

717 A Emma Street, Hotel in Key West, United States

Keys Please

1408 Petronia St., Hotel in Key West, United States

Sunset Seeker - Luxury Direct Waterfront Pool Home, 35' Dock

830 50Th Court, Hotel in Marathon, United States

Antigua Place

126 Ponce De Leon Blvd, Hotel in Islamorada, United States

Dock And Balcony Serene Big Coppitt Key Escape

3 Palmetto Dr, Hotel in Key West, United States

Experience Coastal Living At Its Best Florida Keys

Martinique Lane 27416, Hotel in Summerland Key, United States

Bonefish Bungalow

95 Coco Plum #4D, Hotel in Marathon, United States

Takeover At The Grand Maloney

Caroline Street 529, Hotel in Key West, United States

4224 US$

min. price/night

New Rose Retreat - Pool & Parking

Rose Lane 526, Hotel in Key West, United States

741 US$

min. price/night

Nautical Wheeler

2869 Key Cove Drive, Hotel in Key West, United States

2027 US$

min. price/night

Summerland Canal

138 Airport Dr S, Hotel in Summerland Key, United States

Key Largo 3Bed 3Bath Ocean Side,Heated Pools, Bbq Areas Free Golf Cart, Bikes,Canoes

1500 Ocean Bay Drive, Hotel in Key Largo, United States

My Beach Key - Waterfront Home, 32' Dock, Tiki Hut, Beach Club Access W Pool

221 8Th Street, Hotel in Key Colony Beach, United States

Gumbo Limbo Cottage

1112 Margaret Street, Hotel in Key West, United States

Pier Pressure - Luxury Waterfront Pool Home, 100' Dock

1160 Bulevar De Palmas, Hotel in Marathon, United States

931 US$

min. price/night

Blue Gem

5 Sapphire Dr, Hotel in Key West, United States

Sapphire Sabbatical

9 Sapphire Dr., Hotel in Key West, United States

214 US$

min. price/night

Indigo Reef #57 - Turtle Cove - Luxury Waterfront Villa, 31' Dock

11600 1St Ave Gulf, Hotel in Marathon, United States

Sunshine Drive

Key West, United States

532 US$

min. price/night

Linger Longer By Avantstay Key West Walkable Gated Community Shared Pool Month Long Stays Only

277 Southard Street, Hotel in Key West, United States

400 US$

min. price/night

Seaport Sensation By Last Key Realty

121 Simonton Street, Hotel in Key West, United States

Olivia Street Retreat

Key West, United States

298 US$

min. price/night

Island Chic

719 Eisenhower Dr. #5, #5, Hotel in Key West, United States

Island Paradise

413 Virginia St, Hotel in Key West, United States

Waters Edge

12690 Overseas Hwy Unit 34, Hotel in Marathon, United States

Waterfront Luxury Villa 34 With Sunset Views And Boat Slip Townhouse

11600 1St Avenue Gulf Villa 34, Hotel in Marathon, United States

1138 US$

min. price/night

Knot A Worry

625 Simonton Street, Hotel in Key West, United States

Sweet Home Angelita By Last Key Realty

421 Angela Street, Hotel in Key West, United States

Twice The Charm

214 S. Ocean Shores Drive, Hotel in Key Largo, United States

Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida

10610 San Remo Dr, Hotel in Islamorada, United States

Seaside Retreat

2865 Key Cove Dr., Hotel in Key West, United States

1139 US$

min. price/night

Comfortable, Spacious 3-Br, 2-Ba-1 Level Home- Deep Dock On Canal, Islamorada

106 Palermo Drive, Hotel in Islamorada, United States

Meyers Island Oasis On Atlantic

1800 Atlantic Blvd #B316, Hotel in Key West, United States

Bayview Retreat

719 Eisenhower #6, #6, Hotel in Key West, United States

Coral Queen Palm

83 Palm Dr, Hotel in Key West, United States

302 US$

min. price/night

Conch Republic Cottage

510 Petronia St, Hotel in Key West, United States

Julie At Scarlet Mango Inn Key West

603 Southard St., Hotel in Key West, United States

Southernmost Hospitality V By Last Key Realty

1224 Duval St, Hotel in Key West, United States

Seaport Serenity Cottage - Quiet And Quaint

1025 Elgin Lane, Hotel in Key West, United States

Casita Casa Marina

908 Flagler Avenue, Hotel in Key West, United States

Beacon Reef 301

83201 Old Hwy Unit 301, Hotel in Islamorada, United States

Bahamian Reed By Avantstay Walk To Everything W Community Pool Month Long Stays Only

510 Porter Lane, Hotel in Key West, United States

434 US$

min. price/night

Casa De Rosalie By Avantstay Great Location W Pool Bbq Outdoor Dining Month Long Stays Only

1419 Truman Avenue, Hotel in Key West, United States

Joan'S Caribbean Hideaway

143 Golf Club Drive, Hotel in Key West, United States

Island Inspiration By Last Key Realty

1219 Margaret Street, Hotel in Key West, United States

Paradise Without A Passport New Home Atlantic View

101 11Th Street Ocean, Hotel in Marathon, United States

New Waterfront Home - Sunray House

6 Key Haven Terrace, Hotel in Key West, United States

Boat House By Avantstay Character Cottage Central Location W Shared Pool Month Long Stays

711 Bakers Lane, Hotel in Key West, United States

Beacon Reef 501

83201 Old Highway #501, Hotel in Islamorada, United States

Banana Blossoms By Last Key Realty

407B Emma Street, Hotel in Key West, United States

Olivias Nest

828 White Street #1, Hotel in Key West, United States

Ole Olivia

716 Olivia Street, Hotel in Key West, United States

Grinnell Street Getaway

1010 Grinnell St. A, Hotel in Key West, United States

270 US$

min. price/night

Beacon Reef 307

83201 Old Hwy #307, Hotel in Islamorada, United States

Starfish

803 Catherine Street, Hotel in Key West, United States

Egret House

123 Golf Club Dr, Hotel in Key West, United States

Sunny Waterfront Key Colony 3Br 3Ba Villa W Dock

491 8Th Street, Key Colony Beach, Fl, Hotel in Key Colony Beach, United States

Beacon Reef 306

83201 Old Hwy Unit 306, Hotel in Islamorada, United States

Parking Pool Dock - Starboard House

18 Andrea Lane, Hotel in Key West, United States

3814 US$

min. price/night

Unique Houseboat On Dry Lot

35 Dolphin Rd, Hotel in Key Largo, United States

Atlantis House Suites

1401 Atlantic Blvd, Hotel in Key West, United States

Fish And Boat On-Site! Waterfront Florida Keys Home

59753 Paradise Pl, Hotel in Duck Key, United States

643 US$

min. price/night

Rigby House - Brand New With Private Pool

Simonton Street 218, Hotel in Key West, United States

3023 US$

min. price/night

Little Venice Paradise - Waterfront Home, 55' Dock

11747 3Rd Avenue Ocean, Hotel in Marathon, United States

Cottage By The Pool By Avantstay W Balcony Bbq Shared Pool Month Long Stays Only

14 Kestral Way, Hotel in Stock Island, United States

Canal-Front Florida Keys Home With Dock!

157 Ocean Dr, Hotel in Tavernier, United States

408 US$

min. price/night

Humpty Dumpty Hacienda

223 Humpty Dumpty Dr., Hotel in Key Largo, United States

220 US$

min. price/night

Queen Of Louisa By Last Key Realty

515 Louisa Street, Hotel in Key West, United States

1649 US$

min. price/night

The Grand Cayman | Beautifully Remodeled Key West Condo!

3625 Seaside Drive #309, Hotel in Key West, United States

636 US$

min. price/night

Coastal Comfort

2851 Key Cove Dr., Hotel in Key West, United States

1745 US$

min. price/night

Bali Hideaway

217 Ann Street Rear, Hotel in Key West, United States

Almost Southernmost

1100 Whitehead Street, Hotel in Key West, United States

Kokomo Suite By Last Key Realty

329 William Street #1, Hotel in Key West, United States

297 US$

min. price/night

Star Of The Seaport By Last Key Realty

621 Caroline Street, Hotel in Key West, United States

2893 US$

min. price/night

Lil' Bit

Terry Lane 817, Hotel in Key West, United States

176 US$

min. price/night

Riviera Americana By Last Key Realty

1800 Atlantic Blvd #C141, Hotel in Key West, United States

1341 US$

min. price/night

The Hemingway Suite At Inn On Fleming Key West!

1016 Fleming St., Hotel in Key West, United States

Kon Tiki - Waterfront Pool Home Near Sombrero Beach, 30' Dock, Tiki Hut

493 Sombrero Beach Road, Hotel in Marathon, United States

Brand New & Private Pool - Palmgale House

Mangrove Lane 5, Hotel in Key West, United States

Indigo Reef #23 - Lionfish Lodge- Luxury Waterfront Villa, 31' Dock

11600 1St Avenue Gulf, Hotel in Marathon, United States

Whispering Wake

207 Allen Ave, Hotel in Key Largo, United States

Fuente At Azul Mansion Key West

907 Truman Ave., Hotel in Key West, United States

Keitt At Scarlet Mango Inn Key West

603 Southard St., Hotel in Key West, United States

Flamingo Palms Cottage

480 27Th Street Ocean, Hotel in Marathon, United States

314 US$

min. price/night

Three Duval Street Suites W Parking And Pool

824 Duval Street, Hotel in Key West, United States

2562 US$

min. price/night

Southernmost Vistas By Last Key Realty

1327 Whitehead Street, Hotel in Key West, United States

528 US$

min. price/night

Spacious 52' Sailboat | 6 Cabins | Dockside Escape

7005 Shrimp Road, Hotel in Key West, United States

The Oasis

82703 Old Highway, Hotel in Islamorada, United States

1600 US$

min. price/night

Middle Sunset

801 Eisenhower Dr. #2, 2, Hotel in Key West, United States

Endless Summer By Last Key Realty

522 Dupont Lane, Hotel in Key West, United States

3258 US$

min. price/night

3 4 Tim E

2853 Key Cove Dr., Hotel in Key West, United States

2126 US$

min. price/night

Oceanfront Oasis By Last Key Realty

22 Allamanda Terrace, Hotel in Key West, United States

Tiki Time - Waterfront Pool Home, 65' Dock , Direct Ocean Access!

837 97Th Street, Hotel in Marathon, United States

Beautiful Water View Pool Gym Room Private Dock

123 Bruce Ct, Hotel in Marathon, United States

Coastal Oasis #44

44 East Playa Largo Blvd, Hotel in Key Largo, United States

Dockside Daydreams By Last Key Realty

1445 S Roosevelt Blvd #410, Hotel in Key West, United States

628 US$

min. price/night

Dolphin Daydreams By Last Key Realty

701 Spanish Main Drive #631, Hotel in Cudjoe Key, United States

Ocean Front Sunrise

607 Cuda Lane, Hotel in Key Largo, United States

Waterfront Ocean Access Canal Kamp Key Homes

76412 Overseas Highway, Hotel in Islamorada, United States

450 US$

min. price/night

Stylish Oceanview Getaway W Pool Hot Tub

99 Seaside Avenue Unit, Hotel in Key Largo, United States

1621 US$

min. price/night

Boulevard Paradise

2001 Sombrero Boulevard, Hotel in Marathon, United States

Paradise Palms - Luxury Waterfront Pool Home, 40' Dock

234 Pescayo Avenue, Hotel in Marathon, United States

Belle Of The Beach By Last Key Realty

1815 Atlantic Boulevard, Hotel in Key West, United States

2288 US$

min. price/night

Ocean Potion New 1B 2B 3Balconies Ocean View

10877 Overseas Highway, Hotel in Marathon, United States

Captain'S Quarters Marathon

11240 3Rd Avenue Gulf, Hotel in Marathon, United States

The Ibis & The Crane By Last Key Realty

909-911 Windsor Lane, Hotel in Key West, United States

Carsten Lane Cottage

816 Carsten Lane, Hotel in Key West, United States

The Fairhaven House At Solaire Lunara Bay

14 Andrea Lane, Hotel in Key West, United States

Coconut Cabana

523 Louisa Street, Hotel in Key West, United States

Havana House By Last Key Realty

915 Grinnell Street, Hotel in Key West, United States

Private 174Ft Dock, Boat Launch, Sombrero Beach

104 52Nd Street, Hotel in Marathon, United States

Conch Cove

720 Rr Simonton Lane, Hotel in Key West, United States

1612 US$

min. price/night

Starlight Serenity - Hideaway With Stunning Views

18954 Acosta Trail, Hotel in Pirates Cove, United States

West Plaza Del Lago

63 W Plaza Del Lago, Hotel in Islamorada, United States

Little Bay Cottage

82246 Overseas Hwy, Hotel in Islamorada, United States

549 US$

min. price/night

Sunsets In Paradise - Private Direct Waterfront Pool Home, 22' Dock

57641 Morton Street, Hotel in Marathon, United States

Hidden Treasure Colony

714 Olivia St, Hotel in Key West, United States

648 US$

min. price/night

Walk To Beach Florida Keys Gem With Ocean Views

65651 Overseas Highway, Hotel in Layton, United States

Grand Arenas - 120' Dock, Heated Pool, Game Room, Bbq, Mini Golf,Baby Items

161 11Th St, Hotel in Key Colony Beach, United States

891 US$

min. price/night

Waterfront Luxury Villa 19 With Sunset Views And Boat Slip

11600 1St Avenue Gulf, Hotel in Marathon, United States

Waterfront Captain House With Boat Basin & Ramp

383 Barry Avenue, Hotel in Summerland Key, United States

Key Largo Home With Dock And Private Beach Access

124 1St Ct, Hotel in Key Largo, United States

183 US$

min. price/night

Vista Del Mar - Oceanfront Pool Home, 45' Dock

938 92Nd Street, Hotel in Marathon, United States

Atlantic Paradise Escape

1800 Atlantic Blvd, Unit C322, Hotel in Key West, United States

Beachside Retreat W/ Pool, Boat Ramp Dock For Rent

Lot 155, 101551 Overseas Highway, Hotel in Key Largo, United States

Southernmost Palms By Last Key Realty

101 Front Street #24, Hotel in Key West, United States

New!The Hideawaypoolpickleballputt-Puttkayaks!

58120 Morton Street, Hotel in Marathon, United States

369 US$

min. price/night

Petes Cottages

505-507 Louisa Street, Hotel in Key West, United States

1055 US$

min. price/night

Place To Relax By Avantstay Shared Pool 3 Miles To Smathers Beach Month-Long Stays Only

229 Golf Club Drive, Hotel in Stock Island, United States

Casa Oliviana By Last Key Realty

803 Olivia Street, Hotel in Key West, United States

Oceanfront Bliss, Heated Pool & Beach #31

133 Coco Plum Drive, Hotel in Marathon, United States

Relaxing Island Home Great Location Stylish

Olivia Street 709, Hotel in Key West, United States

Oleander Hideaway Waterfront Home

343 Oleander Drive, Hotel in Tavernier, United States

Excellent
2 reviews

417 US$

min. price/night

Tennessee Williams By Avantstay Funky Design Pool

709 Bakers Lane, Hotel in Key West, United States

The Contented Crane By Last Key Realty

909 Windsor Lane, Hotel in Key West, United States

Upper Sunset South

801 Eisenhower Dr. #9, 9, Hotel in Key West, United States

951 US$

min. price/night

Keys Casa - Elegant Waterfront Retreat, Sleeps 16, Elevator, Private Dock, Putt-Putt

14 South Bounty Lane, Hotel in Key Largo, United States

Casa Amor

723 Catherine Street, Hotel in Key West, United States

1929 US$

min. price/night

Maison Tropicale By Last Key Realty

510 Frances Street, Hotel in Key West, United States

367 US$

min. price/night

Fl Keys Haven: Modern 2Br/2Ba Condo With Balcony

Unit #15, 101 11Th Street Ocean, Hotel in Marathon, United States

Casa Avila By Last Key Realty

625 Eaton Street, Hotel in Key West, United States

Oceanside Manor- Expansive Waterfront Pool Home, 30' Dock

1330 Coury Drive, Hotel in Key Colony Beach, United States

Casa Margarita

314 Margaret Street, Hotel in Key West, United States

1354 US$

min. price/night

Osprey Colony

714 Olivia St, Hotel in Key West, United States

Upper Bayview North

801 Eisenhower Dr. #7, 7, Hotel in Key West, United States

Casa Del Sol

716 Elizabeth St, Hotel in Key West, United States

The Royal Compound By Last Key Realty

101 Admirals Lane, Hotel in Key West, United States

Margarets Magic Compound By Last Key Realty

515-517 Margaret Street, Hotel in Key West, United States

Indigo Reef #1 - Captain'S Cure- Luxury Waterfront Villa, 31' Dock

11600 1St Avenue Gulf #31, Hotel in Marathon, United States

Waterfront Luxury Villa 59 With Sunset Views And Boat Slip Townhouse

11600 1St Avenue Gulf Villa 59, Hotel in Marathon, United States

556 US$

min. price/night

Endless Summer Key Largo House

172 Corrine Place, Hotel in Key Largo, United States

The Smiling Ibis By Last Key Realty

911 Windsor Lane, Hotel in Key West, United States

1650 US$

min. price/night

Conch Casa Grande By Last Key Realty

58 Front Street, Hotel in Key West, United States

Waterfront Luxury Villa 54 With Sunset Views And Boat Slip

11600 1St Avenue Gulf, Hotel in Marathon, United States

Indigo Reef #5 - Tarpon Terrace - Luxury Waterfront Villa, 31' Dock

11600 1St Avenue Gulf, Hotel in Marathon, United States

Gulf Pointe Paradise II

12690 Overseas Hwy. Unit 44, Hotel in Marathon, United States

Conch Key - Monthly Rental

1401 Flagler Avenue, Hotel in Key West, United States

Tarpon Cove

Tavernier, United States

242 US$

min. price/night

Ecco Domani By Avantstay Gorgeous Home W Pool Balcony In Great Location Month Long Stays Only

1011-2 Simonton St, Hotel in Key West, United States

Toon Hall Tropical Village

1400 Alberta St #A, Hotel in Key West, United States

1271 US$

min. price/night

#7 Waterfront 4Bed 3Bath Pool Home

2264 Overseas Hwy, Hotel in Marathon, United States

Tollgate Tides

205 Tollgate Blvd, Hotel in Islamorada, United States

209 US$

min. price/night

# 6Waterfront Beautiful 4 Bed 3 Bath Pool Home

2264 Overseas Hwy, Hotel in Marathon, United States

Hemingway Hideaway

Stock Island, United States

909 US$

min. price/night

11 Cottage Close To Duval St

709 Emma Street #3, Hotel in Key West, United States

Villa Cubana By Last Key Realty

606 Truman Avenue #5, Hotel in Key West, United States

Coral Breeze By Avantstay Close To Beach W Balcony Shared Pool Month Long Stays Only

127 Golf Club Drive, Hotel in Stock Island, United States

Gated Golf Community W Pool Prime Location Mins To Old Town Long-Term Stays

169 Golf Club Drive, Hotel in Stock Island, United States

Cindy Villa

Key Largo, United States

86 US$

min. price/night

Petes West Cottage

505 Louisa Street, Hotel in Key West, United States

Canalside At Kcb

330 East Ocean Drive, Hotel in Key Colony Beach, United States

557 US$

min. price/night

Bay Therapy

778 Bostwick Dr, Hotel in Key Largo, United States

438 US$

min. price/night

Serenity By Avantstay Guest House In Old Town W Shared Pool Month Long Stays Only

907 Emma St, Hotel in Key West, United States

204 US$

min. price/night

A Bit Of Heaven

1115 Southard Street, Hotel in Key West, United States

Casa Atlantic

Key West, United States

258 US$

min. price/night

Waterfront Home With Private Hot Tub In Tavernier!

394 Burton Dr, Hotel in Tavernier, United States

Passover Cottage

Passover Lane, Hotel in Key West, United States

Waterfront With Boat Lift/Kayaks And Hot Tub

453 89Th Street Ocean, Hotel in Marathon, United States

407 US$

min. price/night

Waterfront Pool Home With Dock, Florida Keys

600 12Th Street, Hotel in Key Colony Beach, United States

Heron House - Luxury Waterfront Home

Bamboo Terrace 12, Hotel in Key West, United States

Old Town Garden Villas

1001 Whitehead St., Hotel in Key West, United States

418 US$

min. price/night

Lanai, Pool And Patios Waterfront Home In Tavernier

398 Burton Dr, Hotel in Tavernier, United States

Oceanfront Luxury W/Speakeasy Lounge, Dock & Pool

A1, 84745 Old Highway, Hotel in Islamorada, United States

Mojito Breeze Getaway Sleeps 11 And 2 Full Bathroom Islamorada Tavanier Dock

158 Tequesta Street, Hotel in Tavernier, United States

Other Places to Stay in Florida Keys

Popular Areas in Florida Keys

Key West Big Pine Key Key Largo Marathon Tavernier Big Coppitt Key Conch Key Crawl Key Cudjoe Key Duck Key Islamorada Jewfish Key Colony Beach Layton Little Torch Key Long Point Key Lower Matecumbe Beach Pirates Cove Stock Island Sugarloaf Shores Summerland Key

Types of Accomodations in Florida Keys

Holiday homes Apartments Hotels

Resorts

Inns

Villas Bed & Breakfasts

Motels

Botels

Aparthotels

Guest houses

Campsites

Holiday parks

Lodges

Hostels

Chalet

Hotels near Popular Places to visit in Florida Keys

City Center Plantation Key

City Center Sugarloaf Key

City Center Bay Point

City Center Islamorada

City Center Jewfish

Key West International Airport Duval Street Key West Mallory Square Key West Smathers Beach John Pennekamp Coral Reef State Park Key Largo Fort Zachary Taylor Historic State Park US Southernmost Point

Sombrero Beach

Jimmy Johnson's Big Chill Key Largo

Ernest Hemingway House

Key West Butterfly and Nature Conservatory

Theater of the Sea on Islamorada

Windley Key

Sea Dog Charters

Coupon Bight Aquatic Preserve Little Torch Key

Key West Parks and Recreation

Babies BY the Sea Key West

Key West Cemetery

Key West Museum of Art

Captain's Marine Key West

Flagler Station Oversea Railway

Key West Shipwreck Treasure Museum

Cultural Preservation Society

Sloppy Joe's Key West

Casa Antigua Key West

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