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Key West >
Holiday homes

Vacation Rentals Key West, Vacation Rentals

Sorting by

Atlantic Paradise Escape

1800 Atlantic Blvd, Unit C322, Hotel in Key West, United States

Ahoy Mate!

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

Sweet Home Angelita By Last Key Realty

421 Angela Street, Hotel in Key West, United States

Bayview Middle

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

1078 US$

min. price/night

The Artists Muse By Last Key Realty

712 Love Lane, Hotel in Key West, United States

A Southard Pearl

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

A Palm Tree Haven

118 Admirals Lane, Hotel in Key West, United States

Island Paradise

413 Virginia St, Hotel in Key West, United States

The Beaming Barracuda By Last Key Realty

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

The Headquarters

Key West, United States

247 US$

min. price/night

Dune Wind South By Avantstay Communal Pool Hot Tub Gated Community Close To Smathers Beach Month Long Stays Only

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

Petes Cottages

505-507 Louisa Street, Hotel in Key West, United States

1055 US$

min. price/night

Casa Suite Casa By Last Key Realty

731 Waddell Street, Hotel in Key West, United States

Casa Azul-Open Concept Home With Pool

Elizabeth Street 629, Hotel in Key West, United States

Casa Cayo Hueso

609 Caroline Street, Hotel in Key West, United States

It'S A Salt Life After All

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

Captain'S Wheel

203-1 Southard Street, Hotel in Key West, United States

The Fairhaven House At Solaire Lunara Bay

14 Andrea Lane, Hotel in Key West, United States

The Ibis & The Crane By Last Key Realty

909-911 Windsor Lane, Hotel in Key West, United States

Margaret Street Retreat

628 Margaret St, Hotel in Key West, United States

615 US$

min. price/night

Casa De Cubana

512 Amelia Street, Hotel in Key West, United States

2269 US$

min. price/night

Havana Mango Compound

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

Olivia'S Landing

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

Island Opulence By Last Key Realty

2718 Harris Avenue, Hotel in Key West, United States

Conch Key - Monthly Rental

1401 Flagler Avenue, Hotel in Key West, United States

Royal Haven

1310 Royal Street, Hotel in Key West, United States

Island Time

202-6 Southard Street, Hotel in Key West, United States

Charmayne'S Cottages - Truman @ Duval

423 Truman Avenue, Hotel in Key West, United States

Tennessee Williams By Avantstay Funky Design Pool

709 Bakers Lane, Hotel in Key West, United States

About Time

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

Brand New Build Larkshine House - Pool

Mangrove Lane 9, Hotel in Key West, United States

2514 US$

min. price/night

New Waterfront Home - Dreamside House

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

Antigua Suite By Last Key Realty

329 William Street #3, Hotel in Key West, United States

Absolute Key West In Key West

112 Admirals Lane, Hotel in Key West, United States

Southernmost Palms By Last Key Realty

101 Front Street #24, Hotel in Key West, United States

Layover In Paradise By Last Key Realty

821 Waddell Street, Hotel in Key West, United States

Almost Southernmost

1100 Whitehead Street, Hotel in Key West, United States

Helluva Happy Place

315 Catherine St, Hotel in Key West, United States

A Sunset And Harbour View

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

Another Three Hour Tour

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

A Sunrise Cottage

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

3 Bedroom 2Ba Private Pool Waterfront

West Cypress Terrace 11, Hotel in Key West, United States

Havana Views

620 Thomas Street #268, Hotel in Key West, United States

Seafarer'S Refuge

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

1483 US$

min. price/night

Keys Please

1408 Petronia St., Hotel in Key West, United States

Tranquility On Ann Street

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

931 US$

min. price/night

Sea Breeze Villa

1219 Grinnell Street Unit B, Hotel in Key West, United States

Midtown Mosaic By Last Key Realty

1322 Thompson Street, Hotel in Key West, United States

Sweet Americana By Last Key Realty

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

Key West Conch

707 Simonton 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

Jewel On Jade

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

Sailor'S Story

564 Porter Lane, Hotel in Key West, United States

Gulf Getaway

Porter Lane 524, Hotel in Key West, United States

342 US$

min. price/night

A Conch Escape

620 Thomas Street #274, Hotel in Key West, United States

Three Duval Street Suites W Parking And Pool

824 Duval Street, Hotel in Key West, United States

2562 US$

min. price/night

Fontana At Azul Mansion Key West

907 Truman Ave., Hotel in Key West, 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

Archipelago

241 Southard Street, Hotel in Key West, United States

Belle Of The Beach By Last Key Realty

1815 Atlantic Boulevard, Hotel in Key West, United States

2288 US$

min. price/night

Marlin Blue

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

Almost Paradise

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

A Fish Bowl Too

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

A Sunkissed Bungalow-B205

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

Casa Amarilla By Last Key Realty

516 Catherine Street, Hotel in Key West, United States

761 US$

min. price/night

Dos Casitas By Last Key Realty

512 Catherine #2 & 516 Catherine 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

Old Town Home A Short Walk To Duval Couples Oasis

Olivia Street 709, Hotel in Key West, United States

A Key West State Of Mind

49 Spoonbill Way, Hotel in Key West, United States

Brand New The Greenmoor House With Pool

15 Shoreline Road, Hotel in Key West, United States

Paradise On The Ocean

105 Front Street #218, Hotel in Key West, United States

A Wave From It All

504 Porter Lane, Hotel in Key West, United States

Casa Margarita

314 Margaret Street, Hotel in Key West, United States

1354 US$

min. price/night

1 Island Tme Escape

101 Front Street, #15, Hotel in Key West, United States

Sugar Palm Suite At Travelers Palm Inn Key West

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

Forever Young

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

Dockside Daydreams By Last Key Realty

1445 S Roosevelt Blvd #410, Hotel in Key West, United States

628 US$

min. price/night

Southern Comfort

2855 Key Cove Dr., Hotel in Key West, United States

Porter Paradise

417 Porter Court, Hotel in Key West, United States

Seagull Suite - Southernmost Sanctuary

Simonton Street, Hotel in Key West, United States

461 US$

min. price/night

Southernmost Sanctuary All

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

6938 US$

min. price/night

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

Atlantic Parrot

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

Coastal Loving By Last Key Realty

1011 Eaton Street, Hotel in Key West, United States

A Sunset View

104-5 Southard Street, Hotel in Key West, United States

Havana House By Last Key Realty

915 Grinnell Street, Hotel in Key West, United States

Hidden Treasure Colony

714 Olivia St, Hotel in Key West, United States

889 US$

min. price/night

Afternoon Delight

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

Shady Palms

1415 Petronia Street, Hotel in Key West, United States

A Poolside Cabana

2 Kestral Way, Hotel in Key West, United States

The Cozy Starfish By Last Key Realty

204 Southard Street #6, 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

Road'S End - Old Town Garden Villas

921 Center Street #2, Hotel in Key West, United States

Magical Ocean Penthouse

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

487 US$

min. price/night

Suncoast House -Pool & Boat Dock

Shoreline Road 12, Hotel in Key West, United States

1786 US$

min. price/night

Claro At Azul Mansion Key West

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

Key Rest

821 Thomas St., Hotel in Key West, United States

349 US$

min. price/night

Southard Comfort

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

Island Breezes Weekly Rental

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

Colony Poolside

714 Olivia Street, Hotel in Key West, United States

Ascension Truman Annex

225 Southard Street, Hotel in Key West, United States

Osprey Colony

714 Olivia St, Hotel in Key West, United States

Coconut Cabana

523 Louisa Street, Hotel in Key West, United States

Pelican'S Perch

202-1 Southard Street, Hotel in Key West, United States

A Palm Oasis

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

Queen Of Louisa By Last Key Realty

515 Louisa Street, Hotel in Key West, United States

1649 US$

min. price/night

Moveable Feast

719 Chapman Lane, Hotel in Key West, United States

The Green Gawdess

1325 Whitehead Street, Hotel in Key West, United States

Blue Heaven

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

A Bella Capri

1423 Patricia Street, 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

Dance Of The Butterflies By Last Key Realty

1323 Whitehead Street, Hotel in Key West, United States

Casa Loca

535 Petronia 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

Grinnell Street Getaway

1010 Grinnell St. A, Hotel in Key West, United States

270 US$

min. price/night

The Wicked Tuna By Last Key Realty

312 William Street, Hotel in Key West, United States

Pilars Secret

716 Duval St Rear, 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

Catch Of The Day

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

Key To Paradise

903 Windsor Ln, Hotel in Key West, United States

Oceanfront Oasis By Last Key Realty

22 Allamanda Terrace, Hotel in Key West, United States

The Polynesian House Bylast Key Realty

1415 Alberta Street, Hotel in Key West, United States

Ecco Domani By Avantstay Gorgeous Home W Pool Balcony In Great Location Month Long Stays Only

1011-2 Simonton St, 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

A Bit Of Heaven

1115 Southard Street, Hotel in Key West, United States

Golf Course Oasis With Private Yard, 5 Mi To Duval!

28 Merganser Ln, Hotel in Key West, United States

Casa Hueso

Key West, United States

505 US$

min. price/night

Carysfort Reef Light Suite

217 Eanes Ln, Hotel in Key West, United States

Sea Captains Haven By Last Key Realty

413 Porter Court, Hotel in Key West, United States

742 US$

min. price/night

Seaside Retreat

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

1139 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

Dock And Balcony Serene Big Coppitt Key Escape

3 Palmetto Dr, Hotel in Key West, United States

The Duke And The Duchess By Last Key Realty

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

Reynolds Paradise

1302 Reynolds Street, Hotel in Key West, United States

Spacious 52' Sailboat | 6 Cabins | Dockside Escape

7005 Shrimp Road, Hotel in Key West, United States

Foster'S Folly

Snapper Lane, 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

Relaxing Island Home Great Location Stylish

Olivia Street 709, Hotel in Key West, United States

Island Inspiration By Last Key Realty

1219 Margaret Street, Hotel in Key West, United States

Sans Souci

1110 Elgin Lane, Hotel in Key West, United States

Coral Queen Palm

83 Palm Dr, Hotel in Key West, United States

302 US$

min. price/night

Cabana At The Golf Club - Monthly Rental

Key West, Hotel in Key West, United States

Beacon Terrace

101 Front Street #2, Hotel in Key West, United States

Flagler Station

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

290 US$

min. price/night

A Sunset Breeze

511 Noah Lane, Hotel in Key West, United States

Island Chic

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

Adrift In Key West

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

Archipelago I

245 Southard Street, Hotel in Key West, United States

Duchess Of Catherine By Last Key Realty

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

2680 US$

min. price/night

Petes West Cottage

505 Louisa Street, Hotel in Key West, United States

Another Day In Paradise Truman Annex

620 Thomas Street #154, Hotel in Key West, United States

Conch Easy Livin'

617 Simonton Street, Hotel in Key West, United States

Lighthouse Villa By Avantstay Walk To Southernmost Point W Private Pool Patio Month Long Stays

921 Whitehead Street, Hotel in Key West, United States

Seascape

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

A Latitude Adjustment

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

New Waterfront Home - Sunray House

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

Papa'S Casita

405 Olivia Street, Hotel in Key West, United States

Shady Nook

620 Thomas Street, #149, Hotel in Key West, United States

1 Aqua Oasis

202-4 Southard Street, Hotel in Key West, United States

The Grand Cayman | Beautifully Remodeled Key West Condo!

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

636 US$

min. price/night

Green Spot

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

A Sunset Poolside

620 Thomas Street #156, Hotel in Key West, United States

A Gulfview Paradise

2635 Gulfview Drive, Hotel in Key West, United States

Sunset Suite Colony

714 Olivia Street, Hotel in Key West, United States

Conch Cove

720 Rr Simonton Lane, Hotel in Key West, United States

1612 US$

min. price/night

Aloha

822 Washington Street, 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

Rigby House - Brand New With Private Pool

Simonton Street 218, Hotel in Key West, United States

3023 US$

min. price/night

Peak Of Duval

617 Duval Street, Hotel in Key West, United States

A Gulfstream Drift

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

Kokomo Korner

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

456 US$

min. price/night

Casa Avila By Last Key Realty

625 Eaton Street, Hotel in Key West, United States

Angelfish Reef By Last Key Realty

101 Front Street #8, Hotel in Key West, United States

Egret House

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

Trumans Trove By Last Key Realty

110 Admirals Lane, Hotel in Key West, United States

1216 US$

min. price/night

Tideview Haven

25 Key Haven Rd, Hotel in Key West, United States

Ashe Splashe

806 Ashe Street, Hotel in Key West, United States

A & E'S Tranquil Tides

620 Thomas Street #190, 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

Colors Of The Keys By Last Key

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

663 US$

min. price/night

Shang Ri La By Last Key Realty

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

466 US$

min. price/night

Casa Lima

718 Windsor Lane, Hotel in Key West, United States

Garden Of Roses - Monthly Rental

Key West, Hotel in Key West, United States

Saltwater Angler

115 Front Street #203, Hotel in Key West, United States

The Contented Crane By Last Key Realty

909 Windsor Lane, Hotel in Key West, United States

The Enchanted Rose By Last Key Realty

1613 Rose Street, Hotel in Key West, United States

A Buccaneer Bay

508 Porter Lane, Hotel in Key West, United States

A Low Tide

620 Thomas Street #192, Hotel in Key West, United States

Angelas Eclectic Gallery By Last Key Realty

1017 Angela Street, Hotel in Key West, United States

A Windsong Delight

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

Matecumbe Suite By Last Key Realty

329 William Street #5, 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

Sirens Serenade By Last Key Realty

66 Front Street, Hotel in Key West, United States

Meadows Manor

1324 Newton Street, Hotel in Key West, United States

Brisa Fresca By Last Key Realty

509 Noah Lane, Hotel in Key West, United States

World'S End

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

A Bird'S Eye View

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

Good Vibrations By Last Key Realty

524 Dupont Lane, Hotel in Key West, United States

An Ocean Serenity

109 Front Street #211, Hotel in Key West, United States

The Hemingway Suite At Inn On Fleming Key West!

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

Other Places to Stay in Key West

Types of Accomodations in Key West

Holiday homes Apartments Hotels

Inns

Bed & Breakfasts

Resorts

Guest houses

Botels

Villas

Aparthotels

Motels

Hostel

Hotels near Popular Places to visit in Key West

City Center Key West International Airport Duval Street Mallory Square Smathers Beach Fort Zachary Taylor Historic State Park US Southernmost Point Ernest Hemingway House Key West Butterfly and Nature Conservatory

NAS Key West

Dry Tortugas National Park

State Harbor

Fort East Martello Museum

Safe Harbor

East Martello Museum Gallery

Turtle Kraals Museum

Mel Fisher Maritime Heritage

Nancy Forrester's Secret Garden

Oldest House Museum

Ripley's Believe IT OR Not

Key West Aquarium and Shipwreck Museum

San Carlos Institute Casa Cuba

Ron Scott's Photo Crew

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