Chalet Rentals in Florida Keys from 106 USD/night in 03 2023

Jewel On Jade Villa Key West Exterior photo

Jewel On Jade Villa Key WestVilla

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Waterfront Home With Pool And Boat Ramp Access! Key Largo Exterior photo

Waterfront Home With Pool And Boat Ramp Access! Key LargoVilla

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Sea Salt HarborVilla

From US$ 211 /nightSelect

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Keyluxe RetreatVilla

From US$ 282 /nightSelect

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Saddlebunch SiestaVilla

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Relaxation StationVilla

From US$ 383 /nightSelect

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Canalfront Marathon Getaway Less Than 4 Mi To Beaches Exterior photo

Canalfront Marathon Getaway Less Than 4 Mi To BeachesVilla

From US$ 401 /nightSelect

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Treasure Harbor HideawayVilla

From US$ 877 /nightSelect

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Key Largo Oasis! In The Heart Of Kl Close To All Attractions!Villa

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Stunning Designer Residence With Pool Access Islamorada Exterior photo

Stunning Designer Residence With Pool AccessVilla

From US$ 1 551 /nightSelect

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Modern Open-Plan Residence With Direct Pool Access Islamorada Exterior photo

Modern Open-Plan Residence With Direct Pool AccessVilla

From US$ 1 448 /nightSelect

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Kokomo KornerVilla

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The Salty SeahorseVilla

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Almost ParadiseVilla

From US$ 237 /nightSelect

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Paradise In Port LargoVilla

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Harbor Hideaway 4Bedroom 3Bathrooms Waterfront-Indoor Pool Home Marathon Exterior photo

Harbor Hideaway 4Bedroom 3Bathrooms Waterfront-Indoor Pool HomeVilla

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Luxury Oceanview Eco-Friendly Villa Near Key West Cudjoe Key Exterior photo

Luxury Oceanview Eco-Friendly Villa Near Key WestVilla

From US$ 572 /nightSelect

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Putting In ParadiseVilla

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New La Casita- Waterfront Hot Tub & DockVilla

From US$ 626 /nightSelect

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Cozy Key West Beach Cottage Walk To Beaches! Exterior photo

Cozy Key West Beach Cottage Walk To Beaches!Villa

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Poolside PalmsVilla

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Key Lime VillaVilla

From US$ 242 /nightSelect

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Two Duval Street Condos W Parking And Pool Key West Exterior photo

Two Duval Street Condos W Parking And PoolVilla

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Two Duval Street Suites W Parking And Pool Key West Exterior photo

Two Duval Street Suites W Parking And PoolVilla

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A Little Slice Of Paradise By Avantstay Communal Pool Screened In Porch Great Location Month Long Stays Stock Island Exterior photo

A Little Slice Of Paradise By Avantstay Communal Pool Screened In Porch Great Location Month Long StaysVilla

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Spa Oasis By Avantstay Shared Pool Hot Tub 3 Miles To Smathers Beach Month Long Stays Only Stock Island Exterior photo

Spa Oasis By Avantstay Shared Pool Hot Tub 3 Miles To Smathers Beach Month Long Stays OnlyVilla

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Key Largo Home With Dock And Private Beach Access Exterior photo

Key Largo Home With Dock And Private Beach AccessVilla

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Duval Breeze By Avantstay Great Location Close To Beach Nightlife Shared Pool Week Long Stays Key West Exterior photo

Duval Breeze By Avantstay Great Location Close To Beach Nightlife Shared Pool Week Long StaysVilla

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Sundown Refuge By Avantstay Great Location W Patio Outdoor Dining Bbq Shared Pool Week Long Stays Key West Exterior photo

Sundown Refuge By Avantstay Great Location W Patio Outdoor Dining Bbq Shared Pool Week Long StaysVilla

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Ibis By Avantstay Close To Duval Street W Shared Pool Month Long Stays Only Key West Exterior photo

Ibis By Avantstay Close To Duval Street W Shared Pool Month Long Stays OnlyVilla

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Trumans Hideaway By Avantstay Great Location W Patio Outdoor Dining Bbq Shared Pool Week Long Stays Key West Exterior photo

Trumans Hideaway By Avantstay Great Location W Patio Outdoor Dining Bbq Shared Pool Week Long StaysVilla

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Bahamian Reed By Avantstay Walk To Everything W Community Pool Week Long Stays Only Key West Exterior photo

Bahamian Reed By Avantstay Walk To Everything W Community Pool Week Long Stays OnlyVilla

From US$ 707 /nightSelect

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Amelia Home By Avantstay In Historic Old Town W Pool Key West Exterior photo

Amelia Home By Avantstay In Historic Old Town W PoolVilla

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

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

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Lavender Jungle By Avantstay Great Location W Patio Shared Pool Week Long Stays Only Key West Exterior photo

Lavender Jungle By Avantstay Great Location W Patio Shared Pool Week Long Stays OnlyVilla

From US$ 369 /nightSelect

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Land Of Love By Avantstay Pets Allowed Shared Pool Great Location Month Long Stays Only Key West Exterior photo

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

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Always Your Paradise By Avantstay Shared Pool Near Zachary Beach Week Long Stays Only Key West Exterior photo

Always Your Paradise By Avantstay Shared Pool Near Zachary Beach Week Long Stays OnlyVilla

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First Breath By Avantstay Close To Old Town W Pool Month Long Stays Only Key West Exterior photo

First Breath By Avantstay Close To Old Town W Pool Month Long Stays OnlyVilla

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Perfect Pineapple By Avantstay Pet Friendly W Pool Month Long Stays Only Key West Exterior photo

Perfect Pineapple By Avantstay Pet Friendly W Pool Month Long Stays OnlyVilla

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Tranquility By Avantstay Close To Duval St W Bbq Shared Pool Key West Exterior photo

Tranquility By Avantstay Close To Duval St W Bbq Shared PoolVilla

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Emmas Secret By Avantstay Heart Of Old Town W Shared Pool Month Long Stays Only Key West Exterior photo

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

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Artist Garden By Avantstay Great Location W Balcony Outdoor Dining Shared Pool Bbq Week Long Stays Key West Exterior photo

Artist Garden By Avantstay Great Location W Balcony Outdoor Dining Shared Pool Bbq Week Long StaysVilla

From US$ 819 /nightSelect

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Tropical Dreaming By Avantstay 4 Blks To Beach Private Pool Key West Exterior photo

Tropical Dreaming By Avantstay 4 Blks To Beach Private PoolVilla

From US$ 1 031 /nightSelect

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Treetop Paradise By Avantstay Close To Beach W Balcony Shared Pool Month Long Stays Only Key West Exterior photo

Treetop Paradise By Avantstay Close To Beach W Balcony Shared Pool Month Long Stays OnlyVilla

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Serenity By Avantstay Guest House In Old Town W Shared Pool Month Long Stays Only Key West Exterior photo

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

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Windchime By Avantstay Walk To Duval Street Month Long Stays Only Key West Exterior photo

Windchime By Avantstay Walk To Duval Street Month Long Stays OnlyVilla

From US$ 153 /nightSelect

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Atlantic Paradise By Avantstay Great Location W Balcony Outdoor Dining Shared Pool Hot Tub Key West Exterior photo

Atlantic Paradise By Avantstay Great Location W Balcony Outdoor Dining Shared Pool Hot TubVilla

From US$ 564 /nightSelect

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

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

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Papaya Place By Avantstay Great Location W Balcony Outdoor Dining Shared Pool Hot Tub Key West Exterior photo

Papaya Place By Avantstay Great Location W Balcony Outdoor Dining Shared Pool Hot TubVilla

From US$ 508 /nightSelect

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Brisa Del Mar By Avantstay Communal Pool Gated Community Ocean Front Key West Exterior photo

Brisa Del Mar By Avantstay Communal Pool Gated Community Ocean FrontVilla

From US$ 606 /nightSelect

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Conch Adventure By Avantstay Great Location W Patio Outdoor Dining And Shared Pool Week Long Stays Key West Exterior photo

Conch Adventure By Avantstay Great Location W Patio Outdoor Dining And Shared Pool Week Long StaysVilla

From US$ 369 /nightSelect

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A Barefoot Retreat By Avantstay Great Location W Patio Outdoor Dining And Shared Pool Week Long Stays Key West Exterior photo

A Barefoot Retreat By Avantstay Great Location W Patio Outdoor Dining And Shared Pool Week Long StaysVilla

From US$ 478 /nightSelect

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Boat House By Avantstay Character Cottage Central Location W Shared Pool Month Long Stays Key West Exterior photo

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

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Coral Palm By Avantstay Key West Walkable Gated Community Shared Pool Month Long Stays Only Stock Island Exterior photo

Coral Palm By Avantstay Key West Walkable Gated Community Shared Pool Month Long Stays OnlyVilla

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Coral Villa By Avantstay Close 2 Dt Key West Shared Pool Month Long Stays Only Stock Island Exterior photo

Coral Villa By Avantstay Close 2 Dt Key West Shared Pool Month Long Stays OnlyVilla

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Rv In Key Largo Florida Keys#495/ Vacation Paradise PlaceVilla

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Cozy Family Home-5 Minute Drive To Sombrero Beach Marathon Exterior photo

Cozy Family Home-5 Minute Drive To Sombrero BeachVilla

From US$ 215 /nightSelect

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A Place In Paradise By Avantstay Key West Walkable W Shared Pool Week Long Stays Only Exterior photo

A Place In Paradise By Avantstay Key West Walkable W Shared Pool Week Long Stays OnlyVilla

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

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

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Emmas Escape By Avantstay Key West Central W Shared Pool Hot Tub Month Long Stays Only Exterior photo

Emmas Escape By Avantstay Key West Central W Shared Pool Hot Tub Month Long Stays OnlyVilla

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

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

From US$ 770 /nightSelect

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Spanish Lime Cottage By Avantstay Ideal Old Town Key West Location Month Long Stays Only Exterior photo

Spanish Lime Cottage By Avantstay Ideal Old Town Key West Location Month Long Stays OnlyVilla

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Paradise Place By Avantstay Key West Old Town Condo W Shared Pool Exterior photo

Paradise Place By Avantstay Key West Old Town Condo W Shared PoolVilla

From US$ 517 /nightSelect

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Linger Longer By Avantstay Key West Walkable Gated Community Shared Pool Week Long Stays Only Exterior photo

Linger Longer By Avantstay Key West Walkable Gated Community Shared Pool Week Long Stays OnlyVilla

From US$ 701 /nightSelect

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Key West Found By Avantstay Close To Shops W Patio Shared Pool Week Long Stays Only Exterior photo

Key West Found By Avantstay Close To Shops W Patio Shared Pool Week Long Stays OnlyVilla

From US$ 860 /nightSelect

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

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

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Key West Charming By Avantstay Communal Pool Gated Community Near Fort Zachary Taylor Park Week Long Stays Exterior photo

Key West Charming By Avantstay Communal Pool Gated Community Near Fort Zachary Taylor Park Week Long StaysVilla

From US$ 592 /nightSelect

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Easy Livin By Avantstay Key West Home W Pool Bbq Week Long Stays Only Exterior photo

Easy Livin By Avantstay Key West Home W Pool Bbq Week Long Stays OnlyVilla

From US$ 1 728 /nightSelect

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New Listing Palm Escape- Luxury Home W Pool Key West Exterior photo

New Listing Palm Escape- Luxury Home W PoolVilla

From US$ 1 890 /nightSelect

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Paradise View HouseVilla

From US$ 316 /nightSelect

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Casa AzulVilla

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Wind Swept By Avantstay Patio Outdoor Dining Bbq And Shared Pool Stock Island Exterior photo

Wind Swept By Avantstay Patio Outdoor Dining Bbq And Shared PoolVilla

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Coral Breeze By Avantstay Close To Beach W Balcony Shared Pool Month Long Stays Only Stock Island Exterior photo

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

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Coral Garden By Avantstay Great Location W Balcony Shared Pool Month Long Stays Only Stock Island Exterior photo

Coral Garden By Avantstay Great Location W Balcony Shared Pool Month Long Stays OnlyVilla

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*New Listing* Cozy Key West Hideaway In Old Town With A PoolVilla

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Cottage By The Pool By Avantstay W Balcony Bbq Shared Pool Month Long Stays Only Stock Island Exterior photo

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

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Hate To Leave ItVilla

From US$ 428 /nightSelect

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Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Week Long Stays Only Exterior photo

Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Week Long Stays OnlyVilla

From US$ 896 /nightSelect

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Duval Sea Turtle By Avantstay Great Location Close To Shops Shared Pool Key West Exterior photo

Duval Sea Turtle By Avantstay Great Location Close To Shops Shared PoolVilla

From US$ 714 /nightSelect

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A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Week Long Stays Only Exterior photo

A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Week Long Stays OnlyVilla

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Southard Getaway By Avantstay W Covered Patio Great Location Shared Pool Week Long Stays Key West Exterior photo

Southard Getaway By Avantstay W Covered Patio Great Location Shared Pool Week Long StaysVilla

From US$ 598 /nightSelect

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Parrot Perch By Avantstay Old Town Key West W Shared Pool Week Long Stays Only Exterior photo

Parrot Perch By Avantstay Old Town Key West W Shared Pool Week Long Stays OnlyVilla

From US$ 449 /nightSelect

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Finn Key By Avantstay W Covered Patio Shared Pool Week Long Stays Only Key West Exterior photo

Finn Key By Avantstay W Covered Patio Shared Pool Week Long Stays OnlyVilla

From US$ 681 /nightSelect

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Flaglers Oasis By Avantstay Private Pool In Key West Month Long Stays Only Exterior photo

Flaglers Oasis By Avantstay Private Pool In Key West Month Long Stays OnlyVilla

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

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

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Coral CoveVilla

From US$ 456 /nightSelect

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Hammock HouseVilla

From US$ 521 /nightSelect

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Island Oasis ~ Your Paradise Awaits!Villa

Featuring a pool and board games which are perfect for kids, this villa is situated 2.4 miles away from the city center.

From US$ 356 /nightSelect

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Key Largo Escape Near Pennekamp State Park!Villa

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Luxury Oceanview Friendly Villa Near Key West Cudjoe Key Exterior photo

Luxury Oceanview Friendly Villa Near Key WestVilla

Situated within 25 minutes' walk from the city center, the property has a pool, toys and board games for families with children.

From US$ 803 /nightSelect

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Sunset BayVilla

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Siren Song - Cozy Marathon Getaway With Garden!Villa

From US$ 295 /nightSelect

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Gecko Lane HideawayVilla

Offering setting in Downtown Key West district, the villa features 2 bedrooms and includes a fully equipped kitchen with a refrigerator, an oven and kitchenware.

From US$ 288 /nightSelect

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Let'S FlamingoVilla

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Casa De La PlayaVilla

From US$ 1 185 /nightSelect

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Waterfront Oasis In The KeysVilla

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Pirate'S BootyVilla

Situated 1.4 miles from Marathon Community Park, the villa offers windsurfing, snorkeling and diving.

From US$ 498 /nightSelect

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Coral CoveVilla

Set in Key Colony district and 0.6 miles from Sombrero Reef, this villa provides a fully furnished kitchen with a microwave oven, coffee/tea making facilities and a refrigerator.

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