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Holiday homes

Vacation Rentals Florida Keys, Vacation Rentals

Sorting by

Blue Lagoon

205 Southard Street, Hotel in Key West, United States

Marlin Blue

208 Southard Street #7, Hotel in Key West, United States

Seashell Sanctuary 1B 2Ba Pool Clubhouse Elevator

10877 Overseas Highway, Hotel in Marathon, United States

Canal-Front Key Largo Retreat With Community Beach!

210 W 2Nd Ct, Hotel in Key Largo, United States

135 US$

min. price/night

Cindy Villa

11 Cindy Pl, Hotel in Key Largo, United States

Sailor'S Story

564 Porter Lane, Hotel in Key West, United States

Blue Heaven

620 Thomas St., #251, Hotel in Key West, United States

Blackbeard Retreat

439 Blackbeard Road, Hotel in Little Torch Key, United States

754 US$

min. price/night

Beacon Reef 310

83201 Old Highway #310, Hotel in Islamorada, United States

A Sunset And Harbour View

115 Front Street #204, Hotel in Key West, United States

Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

82236 Overseas Highway, Hotel in Islamorada, United States

1005 US$

min. price/night

Blue Breeze

11 Blue Isle Blvd., Hotel in Duck Key, United States

Royal Haven

1310 Royal Street, Hotel in Key West, United States

Historic Key Largo Cottage

44 Jewfish Ave, Hotel in Key Largo, United States

Tradewinds

529 531 Olivia St, Hotel in Key West, United States

1031 US$

min. price/night

The Flagler Room At Inn On Fleming Key West!

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

452 US$

min. price/night

A Key West State Of Mind

49 Spoonbill Way, Hotel in Key West, United States

Bahama Gardens - Cigar House

712 Thomas Street, Hotel in Key West, United States

813 US$

min. price/night

The Curry House - Entire Complex

Fleming Street 806, Hotel in Key West, United States

1415 US$

min. price/night

Americana Tropicale By Last Key Realty

526 Dupont Lane, Hotel in Key West, United States

1362 US$

min. price/night

Emerald Shores - Luxury Oceanfront Rental, Heated Pool & Private Dock. Pets Welcome!

808 39Th St Gulf, Hotel in Marathon, United States

Anglers Reef Paradise

110 Anglers Way 110, Hotel in Islamorada, United States

382 US$

min. price/night

Twin Palms Canal Front

1547 Narcissus Ave, Hotel in Big Pine Key, United States

The Wicked Tuna By Last Key Realty

312 William Street, Hotel in Key West, United States

Private Beach Private Overwater Dock Heated Pool Mahi Key

76321 Overseas Highway, Hotel in Islamorada, United States

1956 US$

min. price/night

Cayo Calypso By Last Key Realty

1312 Laird Street, Hotel in Key West, United States

Gypsyginny'S Hideaway

900 White Street #2, Hotel in Key West, United States

Wide Water Getaway - Waterfront With Dockage Private Pool And Hot Tub Incredible Water Views Perfect Family Home

58 Coco Plum Drive, Hotel in Marathon, United States

Havana Mango Compound

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

808 Mariners Club

97501 Overseas Highway, Hotel in Key Largo, United States

Peninsula Villa Boat Dock Heated Pool Sunset Point

76414 Overseas Highway, Hotel in Islamorada, United States

2646 US$

min. price/night

Mother Ocean

2857 Key Cove Dr., Hotel in Key West, United States

Waterfront Private Home, Pool, Dock, Sunsets, Tiki

81912 Overseas Highway, Hotel in Islamorada, United States

Angel Fish Cove - Monthly Rental

548 Porter Lane, Hotel in Key West, United States

Sunset South

801 Eisenhower Dr. #1, 1, Hotel in Key West, United States

474 US$

min. price/night

A Sunset Peace

109 Front Street #210, Hotel in Key West, United States

Caroline On My Mind

616 Caroline St #4, Hotel in Key West, United States

Oceanview Escape Key Largo Pool, Hot Tub And Private Deck

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

1444 US$

min. price/night

La Casita By Avantstay Steps To Duval Street In Key West Month Long Stays Only

819 Terry Lane, Hotel in Key West, United States

Midtown Mosaic By Last Key Realty

1322 Thompson Street, Hotel in Key West, United States

Tequila Sunrise

121 Calle Ensueno, Hotel in Marathon, United States

Sandglass 4

74980 Overseas Hwy 4, Hotel in Islamorada, United States

696 US$

min. price/night

Keys Oceanfront Beauty Dock And Pool

57967 Morton Street, Hotel in Marathon, United States

1100 US$

min. price/night

Waterfront Key West Oasis With Float Dock!

31 Palm Dr, Hotel in Key West, United States

Land Of Love By Avantstay Pets Allowed Shared Pool Great Location Month Long Stays Only

611 Grinnell St #7, Hotel in Key West, United States

Into The Blues

6 Shore Drive, Hotel in Bay Point, United States

The Toasted Coconut By Last Key Realty

423 Simonton Street, Hotel in Key West, United States

798 US$

min. price/night

Catch Of The Day

113 Front Street #106, Hotel in Key West, United States

Oceans Fourteen - Ocean View- Balconies-Dock-Htd Pool

84745 Old Hwy #14, Hotel in Islamorada, United States

607 US$

min. price/night

Casa Grande By Avantstay Dt Key West Near South Beach W Pool

515 Amelia Street, Hotel in Key West, United States

1074 US$

min. price/night

Oceanview Retreat With Pool Steps Away From Beach #14

133 Coco Plum Drive 14, Hotel in Marathon, United States

New Waterfront Home - Dreamside House

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

Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views

Pescayo Avenue 229, Hotel in Marathon, United States

Gypsy'S Palace In The Truman Annex

401B Emma Street, Hotel in Key West, United States

A Southard Pearl

202-11 Southard Street, Hotel in Key West, United States

Garden Of Emma By Last Key Realty

518 Emma Street, Hotel in Key West, United States

Plantation Tropicale By Last Key Realty

1430 Tropical Street, Hotel in Key West, United States

1619 US$

min. price/night

Private Lazy River Pool, 4-Bed House, & Dock

575 West 105Th Street Ocean, Hotel in Marathon, United States

Cuda Point

601 Cuda Ln, Hotel in Key Largo, United States

Seagate House -Waterfront W Dock

Shoreline Road 10, Hotel in Key West, United States

2225 US$

min. price/night

The Green Gawdess

1325 Whitehead Street, Hotel in Key West, United States

Canal-Front Florida Keys Home With Private Dock

400 62Nd St Ocean,, Hotel in Marathon, United States

306 US$

min. price/night

Beautiful Downtown Truman Annex Condo

210-5 Southard Street, Hotel in Key West, United States

383 US$

min. price/night

Flip Flop Inn - Pet Friendly, Waterfront Townhome With Pool

96 Avenue C, Hotel in Marathon, United States

The Grand Turk -Sunset View & Pool

Seaside Drive 3625, Hotel in Key West, United States

295 US$

min. price/night

Sea La Vie

22936 Teach Lane, Hotel in Cudjoe Key, United States

Crystal Waters - 2Br 3Ba Private Villa

5089 Sunset Village Drive, Hotel in Duck Key, United States

569 US$

min. price/night

Sombrero Palms

1158 Bulevar De Palmas, Hotel in Marathon, United States

1605 US$

min. price/night

Island Oasis

101 Front Street, #25, Hotel in Key West, United States

Ocean Oasis- Waterfront Pool Home, 35' Dock

101 Avenue D, Hotel in Marathon, United States

Manatee Bay | Canalfront Key Largo Home, Balcony, Dock

310 Belmont Ln, Hotel in Key Largo, United States

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

931 US$

min. price/night

Soleil Chalet

1116 Varela, Hotel in Key West, United States

Southard Comfort

202-9 Southard Street, Hotel in Key West, United States

Meadows Manor

1324 Newton Street, Hotel in Key West, United States

A Gulfstream Drift

105 Front Street #319, Hotel in Key West, United States

Porter Paradise

417 Porter Court, Hotel in Key West, United States

Mirador House -Pool & Dock!

6 Shoreline Road, Hotel in Stock Island, United States

4204 US$

min. price/night

Prime Downtown Location - Truman Little Cozy Cottage

910 Simonton Street 3, Hotel in Key West, United States

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

A Sanctuary Home

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

Layover In Paradise By Last Key Realty

821 Waddell Street, Hotel in Key West, United States

Archipelago

241 Southard Street, Hotel in Key West, United States

Island Pearls

527 Fleming Street, Hotel in Key West, United States

A Pleasant Stay

102-11 Southard 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

Paradise Found-Key Largo Kampground Divers Welcome

101551 Overseas Highway Lot 168, Hotel in Key Largo, United States

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

830 50Th Court, Hotel in Marathon, United States

Poolside Hangover

620 Thomas Street #287, Hotel in Key West, 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

Island Breezes Weekly Rental

620 Thomas Street #271, Hotel in Key West, 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

Papa'S Casita

405 Olivia Street, Hotel in Key West, 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

Keys To The Sea And Cabana Club 2

12 Sadowski Causeway, Hotel in Key Colony Beach, United States

Blue Gem-Waterfront W/Dock

5 Sapphire Dr, Hotel in Key West, United States

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

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

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

A Change In Latitude

620 Thomas Street #183, Hotel in Key West, United States

Island Chic

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

Island Paradise

413 Virginia St, Hotel in Key West, United States

Cool Change

3131 Eagle Avenue, 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

Another Siesta

620 Thomas St #168, Hotel in Key West, United States

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

449 US$

min. price/night

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

Reynolds Paradise

1302 Reynolds Street, Hotel in Key West, United States

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

106 Palermo Drive, Hotel in Islamorada, United States

513 Mariners Club

97501 Overseas Highway, Hotel in Key Largo, United States

747 US$

min. price/night

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

Fl Keys Venetian Shores Waterfront With Ocean Access, Pool

141 Stromboli Drive, Hotel in Islamorada, United States

1011 US$

min. price/night

Conch Republic Cottage

510 Petronia St, Hotel in Key West, United States

952 US$

min. price/night

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

A Harbour Roost

109 Front Street #114, Hotel in Key West, United States

Southern Skies, Stylish Home In Old Town Key West

315 Catherine Street #2, Hotel in Key West, United States

Beacon Reef 301

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

A Sunset Celebration

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

A Peace Of Paradise

106-2 Southard Street, Hotel in Key West, 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

Reel Caribbean Getaway

756 Caribbean Drive East, Hotel in Summerland Key, United States

Castaway On The Canal And Cabana Club Included

340 10Th Street, Hotel in Key Colony Beach, United States

A Fish Bowl Too

620 Thomas Street #157, Hotel in Key West, United States

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

Olivia'S 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

Atlantic Parrot

1800 Atlantic Boulevard #435C, Hotel in Key West, United States

554 US$

min. price/night

Starfish

803 Catherine Street, 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

588 US$

min. price/night

Howard House By The Sea

701 Spanish Main Drive, Hotel in Cudjoe Key, 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 Marathon, 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

Casa Rosa

331 Simonton Street, Hotel in Key West, United States

Key Lime Villa

7003 Harbor Village Drive, Hotel in Duck Key, United States

389 US$

min. price/night

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

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

The Point At Coral Lagoon, Rare End Of Canal Villa Townhouse

12399 Overseas Highway, Unit 25, Hotel in Marathon, United States

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

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

Ascension Truman Annex

225 Southard Street, Hotel in Key West, United States

Fantastic Fifth Street

Key Colony Beach, United States

294 US$

min. price/night

A Sunset Poolside

620 Thomas Street #156, 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

Key Lime Hideaway

1108 Truman Avenue, Hotel in Key West, United States

Fuente At Azul Mansion Key West

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

463 US$

min. price/night

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

Triple Crown Villa

Amaryllis Drive 28, Hotel in Stock Island, United States

Three Duval Street Suites W Parking And Pool

824 Duval Street, Hotel in Key West, United States

2562 US$

min. price/night

A Sunkissed Bungalow-B205

2601 S Roosevelt Blvd, Hotel in Key West, United States

Southernmost Vistas By Last Key Realty

1327 Whitehead Street, Hotel in Key West, United States

528 US$

min. price/night

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

Sunset Dalite

109 Front Street #212, Hotel in Key West, United States

3 4 Tim E

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

2126 US$

min. price/night

Other Places to Stay in Florida Keys

Popular Areas in Florida Keys

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

Types of Accomodations in Florida Keys

Holiday homes Apartments Hotels

Resorts

Villas

Inns

Bed & Breakfasts

Motels

Guest houses

Botels

Campsites

Aparthotels

Holiday parks

Lodges

Hostels

Chalet

Hotels near Popular Places to visit in Florida Keys

City Center Plantation Key

City Center Key West

City Center Sugarloaf Key

City Center Bay Point

City Center Jewfish

City Center Islamorada

City Center Big Coppitt Key

Key West International 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

Key West Butterfly and Nature Conservatory

Ernest Hemingway House

Theater of the Sea on Islamorada

Windley Key

Upper Matecumbe Key

San Carlos Institute Casa Cuba

San Pablo Parish Hall Marathon

Marathon

Cultural Preservation Society

Sloppy Joe's Key West

Casa Antigua Key West

Key West Cemetery

Babies BY the Sea Key West

Aero Marine Pam AM Museum

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