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Holiday homes

Vacation Rentals Florida Keys, Vacation Rentals

Sorting by

Blue Horizon Hideaway

3029 North Roosevelt Blvd 30, Hotel in Key West, United States

New Listing! Reel Joy Waterfront Luxe With Pool And Private Dock Home

7525 Gulfstream Blvd, Hotel in Marathon, United States

2847 US$

min. price/night

Springtide House -Dock & Home W Pool

Shoreline Road 16, Hotel in Stock Island, United States

3072 US$

min. price/night

Alhambra

620 Thomas Street #170, Hotel in Key West, United States

A Bella Capri

1423 Patricia Street, Hotel in Key West, United States

Waterfront Luxury Villa 14 With Sunset Views And Boat Slip

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

Blue Horizon By Last Key Realty

17387 E Dolphin Street, Hotel in Sugarloaf Shores, United States

Golden Nugget At Scarlet Mango Inn Key West

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

Driftwood Dreams By Last Key Realty

1800 Atlantic Blvd #C323, Hotel in Key West, United States

Bachelorparty Hq For 16-Feet To Duval-Pool-Hot Tub

Truman Avenue 417, Hotel in Key West, United States

1984 US$

min. price/night

Blue Water Cottage Villa 5110

5110 Sunset Village Dr, Hotel in Duck Key, United States

265 US$

min. price/night

Royal Poinciana Weekly Rental!

620 Thomas Street #292, Hotel in Key West, United States

Runaway Bills

812 Johnson Lane, Hotel in Key West, United States

297 US$

min. price/night

Colors Of The Keys By Last Key

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

663 US$

min. price/night

Lazy Gecko By Avantstay Walk To Duval St In Key West Month Long Stays Only

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

Big Pine Key Home On Bogie Channel With Dock And Slip!

30978 Baileys Ln, Hotel in Big Pine Key, United States

Seascape

620 Thomas Street #159, Hotel in Key West, United States

Keys Launchpad

813 39Th St Gulf, Hotel in Marathon, United States

315 Mariners Club

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

Ashe Splashe

806 Ashe Street, Hotel in Key West, United States

Reel Relaxin' - Luxury Waterfront Pool Home, 55' Dock

98 Calle Ensueno, Hotel in Marathon, United States

Key West Conch

707 Simonton Street, Hotel in Key West, United States

Cozy On Caroline - Key West Seaport

616 Caroline Street #6, Hotel in Key West, United States

Casa Suite Casa By Last Key Realty

731 Waddell Street, Hotel in Key West, United States

Marathon Majesty

8951 Ocean Terrace, Hotel in Marathon, United States

578 US$

min. price/night

Puerta Coralina By Last Key Realty

901 Grinnell Street, Hotel in Key West, United States

1500 US$

min. price/night

The Beaming Barracuda By Last Key Realty

101 Front Street #9, Hotel in Key West, United States

Archipelago II

241 Southard Street, Hotel in Key West, United States

Paradise Palms By Avantstay Great Location W Outdoor Dining Bbq Close To Higgs Beach Month Long Stays

1115 Packer Street, Hotel in Key West, United States

A Bird'S Eye View

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

113 Mariners Club

97501 Overseas Hwy, Hotel in Key Largo, United States

The Lime And The Coconut By Last Key Realty

421-423 Simonton Street, Hotel in Key West, United States

Private Pool And Dock Waterfront Key Largo Retreat

205 Pirates Dr, Hotel in Key Largo, United States

Paradise Found

Blackbeard Lane, Hotel in Key West, United States

Tropical Cottage Tropical Village

708 South St #C, Hotel in Key West, United States

A Fish Bowl

620 Thomas Street #189, Hotel in Key West, United States

Conch Cove

Simonton Lane 720, Hotel in Key West, United States

2574 US$

min. price/night

The Enchanted Rose By Last Key Realty

1613 Rose Street, Hotel in Key West, United States

Waterfront Luxury Villa 29 With Sunset Views And Boat Slip Townhouse

11600 1St Avenue Gulf Villa 29, Hotel in Marathon, United States

1042 US$

min. price/night

Key Lime Cottage

1311 Catherine Street, Hotel in Key West, United States

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

12399 Overseas Highway, Hotel in Marathon, United States

778 US$

min. price/night

Casa Del Sol

1519 Johnson Street, Hotel in Key West, United States

Dance Of The Butterflies By Last Key Realty

1323 Whitehead Street, Hotel in Key West, United States

Moon Bay A410

104350 Overseas Hwy A410, Hotel in Key Largo, United States

319 US$

min. price/night

Tranquility In Paradise - Cudjoe

21069 5Th Avenue, Hotel in Summerland Key, United States

Conch House

330 Caroline Street, Hotel in Key West, United States

Oyster'S Pearl

620 Thomas Street #169, Hotel in Key West, United States

Seascape Point

95 Man-O-War Drive, Hotel in Marathon, United States

Ocean View Room Barnacle Bed And Breakfast Deers Beach Front Suite

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

446 US$

min. price/night

Calusa Suite By Last Key Realty

329 William Street #6, Hotel in Key West, United States

528 US$

min. price/night

Tranquility In Paradise - Sugarloaf - 17 Miles To Key West

17084 Green Turtle Lane West, Hotel in Sugarloaf Shores, United States

Sweet'S Spot

109 Front Street #309, Hotel in Key West, United States

The Veranda House

260 14Th Street, Hotel in Key Colony Beach, United States

Bungalow House

32 Park Road, Hotel in Islamorada, United States

Dream In The Keys

Key Colony Beach, United States

379 US$

min. price/night

Harbor Walk Hideaways

Greene Street, Hotel in Key West, United States

2171 US$

min. price/night

Paradise Found

711 William Street, Hotel in Key West, United States

Reel Knotty - Waterfront Pool Home, 35' Dock, Tiki Huts

141 Avenue G, Hotel in Marathon, United States

Afternoon Delight

401 Emma Street Apt F, Hotel in Key West, United States

About Time

620 Thomas Street Apt# 193, Hotel in Key West, United States

Vibrant Family Condo - Pool & Ocean Panorama #3

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

Villa Jekjak

286 Colson Drive, Hotel in Cudjoe Key, United States

Beacon Reef 222

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

Casa Tranquilo - Waterfront Pool Home, 80' Dock

142 Mockingbird Lane, Hotel in Marathon, United States

Charming Boho Breeze Retreat With Pool Access

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

145 US$

min. price/night

Villa Olivietta By Last Key Realty

803 Olivia Street, Hotel in Key West, United States

Bahamian Bamboo By Last Key Realty

510 Emma Street, Hotel in Key West, United States

Island Time On The Green

19 Kingfisher Way, Hotel in Key West, United States

Salt Pond Hideaway - Monthly Rental

3675 Seaside Drive #133, Hotel in Key West, United States

Lighthouse Suites Collection

419 Truman Avenue, Hotel in Key West, United States

Palms 417

79901 Overseas Highway #417, Hotel in Islamorada, United States

Mansion The Watson House

525 Simonton Street, Hotel in Key West, United States

3105 US$

min. price/night

Conch Republic Cooler

840 Olivia Street, Hotel in Key West, United States

Hidden Oasis Colony

714 Olivia St, Hotel in Key West, United States

539 US$

min. price/night

Trumans Trove By Last Key Realty

110 Admirals Lane, Hotel in Key West, United States

1216 US$

min. price/night

The Lighthouse Penthouse Suite

419 Truman Avenue, Hotel in Key West, United States

1303 US$

min. price/night

Little Bay Compound

82246 Overseas Highway, Hotel in Islamorada, United States

Colorful Cocktail

210-3 Southard Street, Hotel in Key West, United States

Waterfront Luxury Villa 21 With Sunset Views And Boat Slip

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

Conch Easy Livin'

617 Simonton Street, Hotel in Key West, United States

Tropical Breezes

620 Thomas Street #294, Hotel in Key West, United States

The Ospreys Nest By Last Key Realty

3625 Seaside Drive #411, Hotel in Key West, United States

719 US$

min. price/night

#5Beautiful 4 Bed 3 Bath Pool Home W Free Dock

2264 Overseas Hwy, Hotel in Marathon, United States

1242 US$

min. price/night

515 Mariners Club

97501 Overseas Highway, Hotel in Key Largo, United States

New Luxury Home In Private Community - With Pool, Beach & Pickleball Court

59720 Overseas Hwy, Hotel in Marathon, United States

1492 US$

min. price/night

411 Kawama Tower

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

586 US$

min. price/night

405 Mariners Club

97501 Overseas Hwy #405, Hotel in Key Largo, United States

869 US$

min. price/night

Paridise Luxury & Fishing Canal Home

126 Bessie Rd, Hotel in Tavernier, United States

600 US$

min. price/night

Rise & Shine

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

Esperanza Suite

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

Lyons Landing

105 Severino Drive, Hotel in Islamorada, United States

Carysfort Reef Light Suite

217 Eanes Ln, Hotel in Key West, United States

Paradise Point By Avantstay Golf Course Living

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

Paradise Point - Luxury Oceanfront Estate - Pool, Dock, Outdoor Kitchen & Family Amenities

605 109Th St. Ocean, Hotel in Marathon, United States

Noonas Mansion By Last Key Realty

510 Noah Lane, Hotel in Key West, United States

Sirens Serenade By Last Key Realty

66 Front Street, Hotel in Key West, United States

Cozy Home On The Water W Dock And Near Sandbar!

254 Normandy Drive, Hotel in Tavernier, United States

Sea Glass Cottage - Pet Friendly Tropical Home!

21 Kyle Way South, Hotel in Marathon, United States

Keys Coastal Escape Pool Beach Ocean U20

133 Coco Plum Drive, Hotel in Marathon, United States

Seaside Villa- Charming Beachfront Condo W Pool!

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

302 US$

min. price/night

Palm Gardens

905 White St, Hotel in Key West, United States

123 US$

min. price/night

Pupas Beach House

6099 Overseas Highway, Hotel in Marathon, United States

Dancing Palms

518 Porter Lane, Hotel in Key West, United States

Ocean Breeze

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

Bayview North One

801 Eisenhower Dr. #4, 4, Hotel in Key West, United States

1220 US$

min. price/night

Ocean Isles #98 - Ocean Views, Resort Style Pool

10877 Overseas Highway, Hotel in Marathon, United States

The Zane Grey

Layton, United States

802 US$

min. price/night

Waterfront Luxury Villa 14 With Spectacular Sunset Views And Boat Slip Townhouse

11600 1St Avenue Gulf Villa 14, Hotel in Marathon, United States

539 US$

min. price/night

Breezy Bungalow By Avantstay Close 2 Zachary Taylor State Park W Shared Pool Month-Long Stays

550 Porter Lane, Hotel in Key West, United States

An Island Siesta

12 Whistling Duck Lane, Hotel in Key West, United States

A Sunset Breeze

511 Noah Lane, Hotel in Key West, United States

Kokomo Korner

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

456 US$

min. price/night

Monkey House By Avantstay Pool By Duval Street

709 Bakers Lane, Hotel in Key West, United States

Flamingo House

112 Saguaro Lane, Hotel in Marathon, United States

Reef House

5070 Sunset Village Dr Unit C103, Hotel in Duck Key, United States

461 US$

min. price/night

Private & Haven-Ly Pool Home On Boating Canal

11 Aster Terrace, Hotel in Key West, United States

The Samana Cay -Private Balcony

Seaside Drive 3625, Hotel in Key West, United States

402 US$

min. price/night

Annie'S Hideaway

204-9 Southard Street, Hotel in Key West, United States

Brand New The Greenmoor House With Pool

15 Shoreline Road, Hotel in Key West, United States

Adrift In Key West

620 Thomas Street, #195, Hotel in Key West, United States

Emerald Tides - Luxury Oceanfront Home, Private Pool, 30' Dock

806 39Th St Gulf, Hotel in Marathon, United States

Truman

Key West, United States

227 US$

min. price/night

Casa De Cuba

518 Virginia Street, Hotel in Key West, United States

A Windsong Delight

1017 Windsor Lane #2, Hotel in Key West, United States

Seagull Suite - Southernmost Sanctuary

Simonton Street, Hotel in Key West, United States

461 US$

min. price/night

The Whitehead Room At Inn On Fleming Key West!

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

540 US$

min. price/night

Tortugas Harbor Light Suite

419 Truman Avenue #2R, Hotel in Key West, United States

805 US$

min. price/night

Casa Blanca - Waterfront Pool Home, Game Room, 45' Dock

221 10Th Street, Hotel in Key Colony Beach, United States

Eisenhower Retreat

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

1498 US$

min. price/night

Island Opulence By Last Key Realty

2718 Harris Avenue, Hotel in Key West, United States

Tobago House

911 Center Street, Hotel in Key West, United States

Queen Emma

514 Emma Street, Hotel in Key West, United States

Royal Palm Of Casa Marina

1316 Royal Street #4, Hotel in Key West, United States

Palms 317

79901 Overseas Hwy Unit 317, Hotel in Islamorada, United States

Bananas Foster Guesthouse

Caroline Street 537, Hotel in Key West, United States

4595 US$

min. price/night

Walk To Harry Harris Beach Modern Coastal Escape!

129 Arctic Ave, Hotel in Tavernier, United States

197 US$

min. price/night

Aqua Vista- Luxury Waterfront Pool Home, 35' Dock!

110 13Th Street, Hotel in Key Colony Beach, United States

The Guava Duff - Beautiful Kw Home With Space To Chill & Lots Of Free Parking!!

25 6Th Avenue, Hotel in Key West, United States

237 US$

min. price/night

Beachy Keen Too

1500 Atlantic Boulevard #304, Hotel in Key West, United States

Key Lime Pie By Avantstay Ideal Location W Splash Pool Out Door Dining Month Long Stays Only

1018 Thompson Lane, Hotel in Key West, United States

Bahama Gardens - Turtle House

714 Thomas Street, Hotel in Key West, United States

1053 US$

min. price/night

Sweet Americana By Last Key Realty

524-526 Dupont Lane, Hotel in Key West, United States

The Artists Muse By Last Key Realty

712 Love Lane, Hotel in Key West, United States

Waterfront Luxury Home With Pool And Boat Dock

181 12Th Street, Hotel in Key Colony Beach, United States

1421 US$

min. price/night

Southernmost Sanctuary All

1330 Simonton Street All, Hotel in Key West, United States

6938 US$

min. price/night

Island Style Colony

714 Olivia St, Hotel in Key West, United States

Suncoast House -Pool & Boat Dock

Shoreline Road 12, Hotel in Key West, United States

1786 US$

min. price/night

Waterfront Luxury Villa 42 With Sunset Views And Boat Slip Townhouse

250 Estero Blvd # 602, Hotel in Marathon, United States

1042 US$

min. price/night

Green Spot

620 Thomas Street #258, Hotel in Key West, United States

A Palm Oasis

405 Emma Street Unit B, Hotel in Key West, United States

Adventures In Paradise - Waterfront Pool Home, 26' Dock

241 Sombrero Beach Road #2, Hotel in Marathon, United States

Indigo Reef #17 - Plane Fun - Luxury Waterfront Villa, 31' Dock

11600 1St Ave Gulf #17, Hotel in Marathon, United States

Marathon Magic

324 12Th St., Hotel in Marathon, United States

282 US$

min. price/night

Islander Retreat

Key Largo, United States

273 US$

min. price/night

Best Time

210-8 Southard Street, Hotel in Key West, United States

Heart Of Morada

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

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

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

Seafarer'S Refuge

719 Eisenhower Drive #2, #2, Hotel in Key West, United States

1483 US$

min. price/night

Seaside Serenity - Luxury Waterfront Pool Home, 35' Dock

247 Pescayo Avenue, Hotel in Marathon, United States

Mermaid Cove

1219 Duval Street, Hotel in Key West, United States

The St Martin -Hot Tub & Pool

Seaside Drive 3625, Hotel in Key West, United States

435 US$

min. price/night

Atlantic Cabana - Monthly Rental

1304 Atlantic Drive, Hotel in Key West, United States

Indigo Reef #39 - Sunset House- Luxury Waterfront Villa, 31' Dock

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

721 US$

min. price/night

Brisa Fresca By Last Key Realty

509 Noah Lane, Hotel in Key West, United States

Magnolia'S By The Sea

29003 Magnolia Lane, Hotel in Big Pine Key, United States

Luxury Key Largo Home With Guest House And Pool!

45 Mutiny Pl, Hotel in Key Largo, United States

563 US$

min. price/night

Magical Ocean Penthouse

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

487 US$

min. price/night

Sea Captains Haven By Last Key Realty

413 Porter Court, Hotel in Key West, United States

742 US$

min. price/night

Near Beach Hot Tub Pet-Friendly

915 80Th Street, Hotel in Marathon, United States

Keys Escape 4 Stories, Rooftop Views & 3 Suites

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

Old Town Home A Short Walk To Duval Couples Oasis

Olivia Street 709, Hotel in Key West, United States

The Polynesian House Bylast Key Realty

1415 Alberta Street, Hotel in Key West, United States

Blackbeard'S Hideaway

Blackbeard Lane, Hotel in Key West, United States

Parking Pool & Dock - Shellstone House

16 Andrea Lane, Hotel in Key West, United States

3203 US$

min. price/night

Tumis Time Out By Avantstay Heart Of Old Town W Shared Pool Month Long Stays Only

606 Truman Ave #4, Hotel in Key West, United States

251 US$

min. price/night

Booty Caye

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

179 US$

min. price/night

Conch Cottage

317 Calzada De Bougainvillea, Hotel in Marathon, United States

525 Mariners Club

97501 Overseas Hwy #525, Hotel in Key Largo, United States

690 US$

min. price/night

Saltwater Harmony By Last Key Realty

620 Thomas Street #162, Hotel in Key West, United States

774 US$

min. price/night

Marathon Waterfront Recreational Paradise

86 Pelican Rd, Hotel in Marathon, United States

946 US$

min. price/night

Little Torch Cottages

28501 Channel View Drive, Hotel in Little Torch Key, United States

Southernmost Sanctuary

620 Thomas Street, #191, Hotel in Key West, United States

Peachy Keen

619 Thomas Street, Hotel in Key West, United States

Waterfront Luxury Villa 30 With Sunset Views And Boat Slip

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

1265 US$

min. price/night

Windy Point Oceanfront In Geiger Key

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

A Royal Affair By Last Key Realty

512 Catherine Street 1-3, Hotel in Key West, United States

Islamorada Beach - Beachfront, Fire Pit & Pool

83407 Old Highway, Hotel in Islamorada, United States

Colony Poolside

714 Olivia Street, Hotel in Key West, United States

Key Largo 2Br 2Ba Oceanfront With Pool

Burton Drive 500, Hotel in Tavernier, United States

395 US$

min. price/night

Casita Blanca- Charming Waterfront Home, Beach Club W Pool, 30' Dock

231 10Th Street, Hotel in Key Colony Beach, United States

Royal Escape

1307 Royal St, Hotel in Key West, United States

La Dolce Vita Villa

116 Stromboli Dr, Hotel in Islamorada, United States

333 US$

min. price/night

Shady Palms

1415 Petronia Street, Hotel in Key West, United States

Seas The Day - Spacious Waterfront Pool Home, 50' Dock!

1161 91St Street Ocean, Hotel in Marathon, United States

Pet Friendly Rental On The Water

599 30Th Street, Hotel in Marathon, United States

Conch Get Enough

546 Porter Lane, Hotel in Key West, United States

Sunset Tides - Waterfront Pool Home, 30' Dock

11890 1St Ave Gulf #2, Hotel in Marathon, United States

The Duke And The Duchess By Last Key Realty

512 Catherine Street #1 & #2, Hotel in Key West, United States

Blue Paradise - Call For Weekend Only Special

210 Bruce Court, Hotel in Marathon, United States

The Joyrise House At Solaire Lunara Bay

12 Andrea Lane, Hotel in Key West, United States

3676 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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