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Vacation Rentals Florida Keys, Vacation Rentals

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Canal-Side Charisma

Key Colony Beach, United States

329 US$

min. price/night

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

933 US$

min. price/night

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

Tranquility In Paradise - Cudjoe

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

The Conch-Out Cottage

821 Terry Ln, Hotel in Key West, United States

245 US$

min. price/night

Ocean Oasis III

340 & 350 E Ocean Dr, Hotel in Key Colony Beach, United States

919 US$

min. price/night

Seascape Point

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

Key Quest

Marathon, United States

1110 US$

min. price/night

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

The Veranda House

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

Harbor Walk Hideaways

Greene Street, Hotel in Key West, United States

3445 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

Vibrant Family Condo - Pool & Ocean Panorama #3

133 Coco Plum Drive 3, Hotel in Marathon, 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

New Hidden Oasis- Waterfall Pool Close To Beach

Seidenberg Avenue 2026, Hotel in Key West, United States

735 US$

min. price/night

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

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

Little Bay Compound

82246 Overseas Highway, Hotel in Islamorada, United States

Island Hideaway

1216 Margaret St., 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

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

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

59720 Overseas Hwy, Hotel in Marathon, United States

1492 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

Tropical Bliss

46 Waterways Dr, Hotel in Key Largo, 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

Tobago Stars

27337 Tobago Ln, Hotel in Little Torch Key, United States

Seaside Villa- Charming Beachfront Condo W Pool!

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

302 US$

min. price/night

Pupas Beach House

6099 Overseas Highway, Hotel in Marathon, 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

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

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

Reef House

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

461 US$

min. price/night

The Samana Cay -Private Balcony

Seaside Drive 3625, Hotel in Key West, United States

402 US$

min. price/night

The Truman Room At Inn On Fleming Key West!

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

Brand New The Greenmoor House With Pool

15 Shoreline Road, Hotel in Key West, United States

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

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

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

367 US$

min. price/night

The Whitehead Room At Inn On Fleming Key West!

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

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

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

Sea Pointe On The Canal

561 9Th St., 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

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

Sea Pointe & Canal-Side Charisma

561, 571 9Th St, Hotel in Key Colony Beach, United States

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

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

Petronia Cottage

Key West, United States

181 US$

min. price/night

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

Islander Retreat

Key Largo, United States

273 US$

min. price/night

Heart Of Morada

81906 Overseas Highway #3, Hotel in Islamorada, 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

500 Ocean

500 62Nd Street, Hotel in Marathon, United States

The St Martin -Hot Tub & Pool

Seaside Drive 3625, Hotel in Key West, United States

435 US$

min. price/night

Oceanview Luxury Retreat 12 Guest 6 Beds Pool&Dock

850 92Nd Street, Hotel in Marathon, United States

Beachside Fantasy

216 Newfound Blvd, Hotel in Big Pine Key, United States

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

Tropical Vibes

1216 Margaret St., 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

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

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

Rock Harbor C9

97652 Overseas Highway, Hotel in Key Largo, United States

Conch Cottage

317 Calzada De Bougainvillea, Hotel in Marathon, United States

Jewel On Jade

7 Jade Dr. Unit A, Hotel in Key West, United States

Saltwater Harmony By Last Key Realty

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

774 US$

min. price/night

Little Torch Cottages

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

White Palm

138 2Nd Ct., Hotel in Key Largo, United States

206 US$

min. price/night

Peachy Keen

619 Thomas Street, Hotel in Key West, United States

Tropical Escape

720 Boyd Dr, Hotel in Key Largo, 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

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

321 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

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

1Br Home - Colorful Cottage With Ac, W And D, Dogs Ok

1011 Howe St, Hotel in Key West, United States

231 US$

min. price/night

Sunset Tides - Waterfront Pool Home, 30' Dock

11890 1St Ave Gulf #2, Hotel in Crawl Key, 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

Oceanfront Duck Key Villa 2 Marinas Steps Away!

5078 Sunset Village Dr, Hotel in Duck Key, United States

The Joyrise House At Solaire Lunara Bay

12 Andrea Lane, Hotel in Key West, United States

3676 US$

min. price/night

Blue Marlin House - Waterfront Pool Home, Steps From The Beach, Hot Tub, 210' Dock

806 Corte Del Sol, Hotel in Marathon, 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

Islamorada Haven

Tavernier, United States

183 US$

min. price/night

Beachfront Retreat W Pool, Boat Ramp & Dock Rental

1000 Tamarind Rd Lot 131, Hotel in Key Largo, United States

464 US$

min. price/night

Trout Key

Marathon, United States

383 US$

min. price/night

Marathon Vacation Bliss Waterfront Pool And Cabana

116 Indies Drive North, Hotel in Marathon, 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

Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

82236 Overseas Highway, Hotel in Islamorada, United States

1271 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

The Flagler Room At Inn On Fleming Key West!

1016 Fleming St., 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

Paradise Beach

Islamorada, United States

205 US$

min. price/night

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

Cayo Calypso By Last Key Realty

1312 Laird Street, Hotel in Key West, United States

Afternoon Delight

29 Pigeon Drive, Hotel in Key Largo, United States

Havana Mango Compound

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

Island Breeze

443 4Th Road, Hotel in Key Largo, United States

Peninsula Villa Boat Dock Heated Pool Sunset Point

76414 Overseas Highway, Hotel in Islamorada, United States

1568 US$

min. price/night

Mother Ocean

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

Sunset South

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

474 US$

min. price/night

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

Sandglass 4

74980 Overseas Hwy 4, Hotel in Islamorada, United States

841 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

Sunny Bank

930 W 75Th Street, Hotel in Marathon, United States

750 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

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

Waterfront Pools And Cabana By Duck Keys Marathon

116 Indies Drive North, Hotel in Marathon, United States

Waterside

655 97Th St Ocean (3/2), Hotel in Marathon, United States

293 US$

min. price/night

1 Mi To Dtwn Oceanfront Gem With Resort Amenities!

101 Oleander Cir, Hotel in Key Largo, United States

Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views

Pescayo Avenue 229, Hotel in Marathon, United States

Garden Of Emma By Last Key Realty

518 Emma Street, Hotel in Key West, United States

Sailfish Point - Luxury Waterfront Pool Home, 80' Dock

781 9Th Sreet, Hotel in Key Colony Beach, 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

Marlin Manor - Waterfront Home, 55' Dock, 2Min To Open Ocean!

11725 3Rd Avenue Ocean, Hotel in Marathon, United States

Kcb Canal Livin'

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

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

Gray Pelican House

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

566 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

Sea La Vie

22936 Teach Lane, Hotel in Cudjoe Key, United States

Skyway Living

304 Airport Dr. South, Hotel in Summerland Key, United States

229 US$

min. price/night

The Hidden Treasure

11326 5Th Avenue Ocean, Hotel in Marathon, United States

337 US$

min. price/night

Crystal Waters - 2-3 Villa - Os Slip Ramp Pkg

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

Magic In Marathon

Marathon, United States

283 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 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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