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Holiday homes

Vacation Rentals Florida Keys, Vacation Rentals

Sorting by

Sailor'S Son

2867 Key Cove Dr., Hotel in Key West, United States

1325 US$

min. price/night

The Toasted Coconut By Last Key Realty

423 Simonton Street, Hotel in Key West, United States

798 US$

min. price/night

Casa Grande By Avantstay

515 Amelia Street, Hotel in Key West, United States

1074 US$

min. price/night

Waterfront Retreat 35 Dock Hot Tub Pool

16 Kyle Way East, Hotel in Marathon, United States

Paraiso Del Mar - Luxury Waterfront Pool Home, 65' Dock

251 Pescayo Avenue, Hotel in Marathon, United States

Tropical Executive

107 Front Street #116, Hotel in Key West, United States

A Peace Of Paradise

106-2 Southard Street, Hotel in Key West, United States

Paris Mango

2861 Key Cove Dr., Hotel in Key West, United States

1670 US$

min. price/night

A Beachy View

620 Thomas St #186, Hotel in Key West, United States

Esperanza Suite

921 Center Street #9, Hotel in Key West, United States

Diamond Girl By Last Key Realty

62 Front Street, Hotel in Key West, United States

A Sunset Celebration

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

Ahoy Mate!

210-1 Southard Street, Hotel in Key West, United States

Brand New The Greenmoor House With Pool

15 Shoreline Road, Hotel in Key West, United States

Steps To The Ocean And Heated Pool

10877 Overseas Highway 112, Hotel in Marathon, United States

229 US$

min. price/night

Cool Change

3131 Eagle Avenue, Hotel in Key West, United States

A Sunrise Cottage

204-1 Southard Street, Hotel in Key West, United States

Southernmost Hospitality VII By Last Key Realty

1224 Duval St, Hotel in Key West, United States

3730 US$

min. price/night

La Casita By Avantstay

819 Terry Lane, Hotel in Key West, United States

One Particular Harbor - Waterfront Pool Home Near The Beach, 80' Dock

9 Avenue F, Hotel in Marathon, United States

Walk To Beach: Florida Keys Gem W/ Ocean Views

65651 Overseas Highway, Hotel in Layton, United States

Conch House

330 Caroline Street, Hotel in Key West, United States

Chagall'S Corner

1016 Howe St #14, Hotel in Key West, United States

578 US$

min. price/night

Atlantis House Suites

1401 Atlantic Blvd, Hotel in Key West, United States

A Pleasant Stay

102-11 Southard Street, Hotel in Key West, United States

152 US$

min. price/night

Layover In Paradise By Last Key Realty

821 Waddell Street, 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

Monkey House By Avantstay

709 Bakers Lane, Hotel in Key West, United States

The Oasis

82703 Old Highway, Hotel in Islamorada, United States

1964 US$

min. price/night

Martin Family Fish Camp

106 Madeira Rd., Hotel in Islamorada, United States

823 US$

min. price/night

Boat House By Avantstay

711 Bakers Lane, Hotel in Key West, United States

Sandglass 4

74980 Overseas Hwy 4, Hotel in Islamorada, United States

696 US$

min. price/night

Dos Casitas By Last Key Realty

512 Catherine #2 & 516 Catherine Street, Hotel in Key West, United States

Shang Ri La By Last Key Realty

1800 Atlantic Blvd #A306, Hotel in Key West, United States

466 US$

min. price/night

523 Mariners Club

97501 Overseas Highway 523, Hotel in Key Largo, United States

Beacon Reef 222

83201 Old Highway Unit 222, Hotel in Islamorada, United States

Sunset Dalite

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

A Bird'S Eye View

102-7 Southard Street, Hotel in Key West, United States

Casa Cayo Hueso

609 Caroline Street, Hotel in Key West, United States

Sand Crab Cabana Weekly Rental!

620 Thomas Street, #269, Hotel in Key West, United States

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

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

Paridise Luxury & Fishing Canal Home

126 Bessie Rd, Hotel in Tavernier, United States

600 US$

min. price/night

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

830 50Th Court, Hotel in Marathon, United States

The Green Gawdess

1325 Whitehead Street, Hotel in Key West, United States

Seashell Sanctuary 1B 2Ba Pool Clubhouse Elevator

10877 Overseas Highway, Hotel in Marathon, United States

Middle Sunset

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

Mother Ocean

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

Sombrero Palms

1158 Bulevar De Palmas, Hotel in Marathon, United States

1605 US$

min. price/night

Lovely Cottage Downtown Key West

1030 James Street, Hotel in Key West, United States

Casa Oliviana By Last Key Realty

803 Olivia Street, Hotel in Key West, United States

Sea Glass Cottage - Pet Friendly Tropical Home!

21 Kyle Way South, Hotel in Marathon, United States

Blue Heron By Avantstay

906-2 Truman Avenue, Hotel in Key West, United States

Caribbean Sunsets

7616 Gulfstream Boulevard, Hotel in Marathon, United States

Mermaid Cove

1219 Duval Street, Hotel in Key West, United States

Meyers Island Oasis On Atlantic

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

Aloha

822 Washington Street, Hotel in Key West, United States

A Key West State Of Mind

49 Spoonbill Way, Hotel in Key West, United States

Green Spot

620 Thomas Street #258, 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

Manatee Watch

29590 West Cahill Court, Hotel in Big Pine Key, United States

# 6Waterfront Beautiful 4 Bed 3 Bath Pool Home

2264 Overseas Hwy, Hotel in Marathon, United States

1385 US$

min. price/night

Our Happy Place

17165 Wahoo Lane, Hotel in Sugarloaf Shores, United States

Bumpa'S Big House

574 Sombrero Beach Rd, Hotel in Marathon, United States

2929 US$

min. price/night

Ocean Breeze

105 Front Street #119, Hotel in Key West, United States

Casa Atlantic

Key West, United States

258 US$

min. price/night

Sugar Palm Studio At Travelers Palm Inn Key West

815 Catherine St., Hotel in Key West, United States

567 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

Treehouse Private Village Barnacle Bed And Breakfast Deers

1557 Long Beach Drive, Hotel in Big Pine Key, United States

450 US$

min. price/night

Beautiful Key Haven Home With Pool And Dock

28 Key Haven Road, Hotel in Stock Island, United States

A Palm Tree Haven

118 Admirals Lane, Hotel in Key West, United States

Tranquil Tides - Luxury Waterfront Pool Home 75' Dock!

236 Pescayo Avenue, Hotel in Marathon, United States

Villa Olivietta By Last Key Realty

803 Olivia Street, Hotel in Key West, United States

La Dolce Vita Villa

116 Stromboli Dr, Hotel in Islamorada, United States

333 US$

min. price/night

11 Cottage Close To Duval St

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

Seaside Villa- Charming Beachfront Condo W Pool!

135 Coco Plum Dr 2B, Hotel in Marathon, United States

302 US$

min. price/night

Adventures In Sombrero - Waterfron Pool Home, 26' Dock

241 Sombrero Beach Road, Hotel in Marathon, United States

Waterfront Ocean Access Canal Kamp Key Homes

76412 Overseas Highway, Hotel in Islamorada, United States

450 US$

min. price/night

Royal Haven

1310 Royal Street, Hotel in Key West, United States

Oceanside, Pet Friendly, 2/2 Smart Home With Paddle Equip.-Sups, Kayaks

11184 4Th Avenue Ocean, Hotel in Marathon, United States

Reynolds Paradise

1302 Reynolds Street, Hotel in Key West, United States

Lighthouse Suites Collection

419 Truman Avenue, Hotel in Key West, United States

New Waterfront Home - Sunray House

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

Seaside Serenity - Luxury Waterfront Pool Home, 35' Dock

247 Pescayo Avenue, Hotel in Marathon, United States

Stylish Oceanview Getaway W Pool Hot Tub

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

1241 US$

min. price/night

3 Bedrooms 3 Bath Direct Ocean Bay W Remote Lift Hottub Gated Sleeps12

209 Cromwell Court, Hotel in Tavernier, United States

Seaside Retreat

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

1139 US$

min. price/night

Rock Harbor P8

97652 Overseas Hwy P-8, 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

Southard Comfort

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

Palms 301

79901 Overseas Hwy Unit 301, Hotel in Islamorada, United States

Casa Loca

535 Petronia Street, Hotel in Key West, United States

Sunset South

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

474 US$

min. price/night

Tranquility On Ann Street

219 Ann Street #1, Hotel in Key West, United States

931 US$

min. price/night

Amberjack

253 Southard Street, Hotel in Key West, United States

Flip Flop Inn - Pet Friendly, Waterfront Townhome With Pool

96 Avenue C, Hotel in Marathon, United States

The Smiling Ibis By Last Key Realty

911 Windsor Lane, Hotel in Key West, United States

1650 US$

min. price/night

Bahama Breeze

416 Louisa Street, Hotel in Key West, United States

Osprey Colony

714 Olivia St, Hotel in Key West, United States

Keys Escape 4 Stories, Rooftop Views & 3 Suites

97501 Overseas Highway 705, Hotel in Key Largo, United States

Tortuga Suite By Last Key Realty

329 William Street #2, Hotel in Key West, United States

Oceanfront Oasis By Last Key Realty

22 Allamanda Terrace, Hotel in Key West, United States

A Wave From It All

504 Porter Lane, Hotel in Key West, United States

Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida

10610 San Remo Dr, Hotel in Islamorada, United States

Hidden Treasure Colony

714 Olivia St, Hotel in Key West, United States

671 US$

min. price/night

Blue Paradise - Call For Weekend Only Special

210 Bruce Court, Hotel in Marathon, United States

Paradise Cove - Waterfront Private Pool Home, 2 Mins To Open Gulf, 60' Dock

2239 Yellowtail Drive, Hotel in Marathon, United States

Tropical Village

708 South St & 1400 Alberta St, Hotel in Key West, United States

4324 US$

min. price/night

Tropical Seahorse At Coral Lagoon - Waterfront Villa W Resort Pool & 34' Dock

12399 Overseas Highway, Hotel in Marathon, United States

505 US$

min. price/night

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

Ocean-View Key Colony Beach Condo W/ Pool Access!

201 E Ocean Dr Unit 3-310, Hotel in Key Colony Beach, United States

Heart Of Morada

81906 Overseas Highway #3, Hotel in Islamorada, United States

Tradewinds

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

1031 US$

min. price/night

Flamingo Bay- Waterfront Pool Home, 30' Dock, Cabana Club Access

190 4Th Street, Hotel in Key Colony Beach, United States

3-Story Marathon Home In Gated Community With Pool, Beach & Pickleball Court

59720 Overseas Hwy, Hotel in Marathon, United States

1492 US$

min. price/night

Foster'S Folly

Snapper Lane, Hotel in Key West, United States

Island Breezes Weekly Rental

620 Thomas Street #271, Hotel in Key West, United States

Banana Blossoms By Last Key Realty

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

311 Mariners Club

97501 Overseas Highway, Hotel in Key Largo, United States

Keys Wade New 1B 2Bath

10877 Overseas Highway, Hotel in Marathon, United States

315 Mariners Club

97501 Overseas Highway #315 315, Hotel in Key Largo, United States

Beautiful Water View Pool Gym Room Private Dock

123 Bruce Ct, Hotel in Marathon, United States

Higgs Beach Hideaway

1520 Patricia Street, Hotel in Key West, United States

Archipelago I

245 Southard Street, Hotel in Key West, United States

Coconut Palm Suite At Travelers Palm Inn Key West

815 Catherine St., Hotel in Key West, United States

Captain'S Cove ~Waterfront Home With Pool & 75' Dock

461 28Th St. Ocean, Hotel in Marathon, United States

408 US$

min. price/night

Vibrant Family Condo - Pool & Ocean Panorama #3

133 Coco Plum Drive 3, Hotel in Marathon, United States

Margaret Street Retreat

628 Margaret St, Hotel in Key West, United States

615 US$

min. price/night

Tavernier Ocean Vista

239 Tavernier Drive, Hotel in Tavernier, United States

1062 US$

min. price/night

Lazy Gecko By Avantstay

817 Eaton Street #2, Hotel in Key West, United States

Fisherman'S Canal Getaway

Key Colony Beach, United States

312 US$

min. price/night

Island Oasis

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

A Sunset Peace

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

Oceanview Retreat With Private Seawall

701 Spanish Main Dr #198, Hotel in Cudjoe Key, United States

580 US$

min. price/night

Swept Away By Last Key Realty

1213 Margaret Street, Hotel in Key West, United States

Near Beach Hot Tub Pet-Friendly

915 80Th Street, Hotel in Marathon, United States

Kc111 Gray Pelican House

380 10Th Street, Hotel in Key Colony Beach, United States

566 US$

min. price/night

Meadows Manor

1324 Newton Street, Hotel in Key West, United States

The Contented Crane By Last Key Realty

909 Windsor Lane, Hotel in Key West, United States

Kingfish Cove

17194 Kingfish Lane West, Hotel in Summerland Key, United States

Plantation Tropicale By Last Key Realty

1430 Tropical Street, Hotel in Key West, United States

1619 US$

min. price/night

Easy Livin By Avantstay

314 Admirals Lane, Hotel in Key West, United States

681 US$

min. price/night

A Wave From It All

Key Colony Beach, United States

522 US$

min. price/night

The Fairhaven House At Solaire Lunara Bay

14 Andrea Lane, Hotel in Key West, United States

Watson House Grand Estate

525 Simonton Street, Hotel in Key West, United States

Bahama Gardens - 4 Key West Old Town Vacation Rental Homes - Sleeps 20

700 Thomas Street, Hotel in Key West, United States

4655 US$

min. price/night

Tranquil Retreat - Waterfront Home, 37' Dock, Cabana Club Access W Pool

150 4Th Street, Hotel in Key Colony Beach, United States

Waterfront Pool Home With Dock, Florida Keys

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

The Duke And The Queen By Last Key Realty

512 Catherine Street #2 & 515 Louisa Street, Hotel in Key West, United States

Old Town Home A Short Walk To Duval Couples Oasis

Olivia Street 709, Hotel in Key West, United States

A Fish Bowl Too

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

Louisa'S Hideaway

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

Southernmost View -Pool & Water Views

Whitehead Street 1315, Hotel in Key West, United States

Forever Young

115 Front Street, #202, Hotel in Key West, United States

Paradise Found

Blackbeard Lane, Hotel in Key West, United States

Key Largo'S Beach House

255 Lower Matecumbe Rd, Hotel in Key Largo, United States

Magical Ocean Penthouse

1800 Atlantic Blvd, C426, Hotel in Key West, United States

702 US$

min. price/night

500 Ocean

500 62Nd Street, Hotel in Marathon, United States

Harbor Walk Hideaways

Greene Street, Hotel in Key West, United States

2171 US$

min. price/night

Ole' Olivia

716 Olivia Street, Hotel in Key West, United States

Hemingway Hideaway

Stock Island, United States

909 US$

min. price/night

Casa De Sueno

732 Diane Ave, Hotel in Summerland Key, United States

A Poolside Cabana

2 Kestral Way, Hotel in Key West, United States

Sweet Home Angelita By Last Key Realty

421 Angela Street, Hotel in Key West, United States

Matecumbe Suite By Last Key Realty

329 William Street #5, Hotel in Key West, United States

Old Town Proximity - Island Serenity!

28 Merganser Ln, Hotel in Key West, United States

Paradise Found - Luxury Waterfront Pool Home, 50' Dock

1500 Manor Lane, Hotel in Marathon, United States

Sailor'S Story

564 Porter Lane, Hotel in Key West, United States

Flagler Station

1430 Flagler Ave., Hotel in Key West, United States

290 US$

min. price/night

Unwind In The Keys! Extended-Stay Big Pine Home

29179 Rose Dr, Hotel in Big Pine Key, United States

Dune Wind South By Avantstay

1901 S.Roosevelt Blvd 201S, Hotel in Key West, United States

Ecco Domani By Avantstay

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

Colors Of The Keys By Last Key

101 Front Street #19, Hotel in Key West, United States

663 US$

min. price/night

Antigua Place

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

Canalfront 3Br Home, Private Dock, Cabana Club Access Included

918 W Ocean Dr, Hotel in Key Colony Beach, United States

Joan'S Caribbean Hideaway

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

Fish Camp

31 Bay Drive, Hotel in Sugarloaf Shores, United States

L'Archipel

Martinique Lane, Hotel in Key West, United States

A Latitude Adjustment

101 Front Street, #17, Hotel in Key West, United States

Bella

109 Valencia Drive, Hotel in Islamorada, United States

Windy Point Oceanfront In Geiger Key

55 Boca Chica Road, 113, Hotel in Big Coppitt Key, United States

Another Three Hour Tour

620 Thomas Street #153, Hotel in Key West, United States

Maison Tropicale By Last Key Realty

510 Frances Street, Hotel in Key West, United States

367 US$

min. price/night

Oceanfront 5Br+ Bonus Room•75' Dock •Pool-Spa •Kids Area •Walk To Sombrero Beach

522 Sombrero Beach Road, Hotel in Marathon, United States

1791 US$

min. price/night

Rise & Shine

701 Spanish Main Drive 587, Hotel in Cudjoe Key, United States

Marathon Waterfront Recreational Paradise

86 Pelican Rd, Hotel in Marathon, United States

946 US$

min. price/night

A License To Chill

101 Front Street, #12, Hotel in Key West, United States

Plumeria Paradise, Modern Home Close To The Beach

1518 Rose Street, Hotel in Key West, United States

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

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

1403 US$

min. price/night

Tropical Sunsets

7780 Gulfstream Boulevard, Hotel in Marathon, United States

Almost Paradise

106-7 Southard Street, Hotel in Key West, United States

Beacon Reef 310

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

Bayview South 801 Eisenhower Dr. #6

801 Eisenhower Dr. #6, 6, Hotel in Key West, United States

1670 US$

min. price/night

The Grand Cayman | Beautifully Remodeled Key West Condo!

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

938 US$

min. price/night

131 Mariners Club

97501 Overseas Hwy #131, Hotel in Key Largo, United States

Bayview Retreat

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

Sirens Serenade By Last Key Realty

66 Front Street, Hotel in Key West, United States

A Sanctuary Home

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

Paradise Palms Islamorada

84745 Old Highway Unit 9, Closest To The Ocean!, Hotel in Islamorada, United States

Casa De Cuba

518 Virginia Street, Hotel in Key West, United States

The Caroline Suite

1501 Truman Avenue 2, Hotel in Key West, United States

514 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

Inns

Villas

Guest houses

Holiday parks

Bed & Breakfasts

Motels

Botels

Aparthotels

Campsites

Lodges

Hostels

Chalet

Hotels near Popular Places to visit in Florida Keys

City Center Sugarloaf Key

City Center Lower Matecumbe Beach

City Center Plantation Key

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

Key West Butterfly and Nature Conservatory

Ernest Hemingway House

Jimmy Johnson's Big Chill Key Largo

Theater of the Sea on Islamorada

Windley Key

University of Tennessee Islamorada

Goshen College Marine Biology Islamorada

Coupon Bight Aquatic Preserve Little Torch Key

Flagler Station Oversea Railway

Key West Shipwreck Treasure Museum

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

Fury Water Adventures Key West

Captain's Marine Key West

Long Key

Audubon House and Gardens

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