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2026-11-06
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Hotels in Cultural Preservation Society area of Florida

Paradise Inn (Adults Only)

819 Simonton Street, Key West, United States Show map

Located just 1 km from the secluded pocket Dog Beach, the 4-star Paradise Inn Key West is about a 5-minute walk from the historic Key West Lighthouse. More

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Poolside Suite

Olivia Street 517, Key West, United States Show map

The 2-bedroom Poolside Suite Key West is located 2.3 km from Higgs Beach Dog Park and about a 10-minute walk from South Beach. Offering access to a swimming pool, the spacious 60 m² apartment is… More

From US$ 914 Book Now

Maison Tropicale By Last Key Realty

510 Frances Street, Key West, United States Show map

Maison Tropicale By Last Key Realty Key West enjoys a prime location, a 12-minute walk from the bustling plaza "Mallory Square", and offers guests to unwind in a Jacuzzi. Offering parking as well as… More

From US$ 367 Book Now

Kw33 Tradewinds

529-531 Olivia St, Key West, United States Show map

The 4-bedroom Kw33 Tradewinds Villa Key West is situated within 5 minutes' walk of Key West Lighthouse and Keeper's Quarters Museum and offers guests to relax with a Jacuzzi. This Key West holiday… More

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Kw33A Leeward Isle

529 Olivia St, Key West, United States Show map

Nestled in the Duval district of Key West, the 2-bedroom Kw33A Leeward Isle Villa Key West is approximately 25 minutes' walk from Higgs Beach Dog Park and offers a Jacuzzi. The accommodation is… More

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Kw33B Windward Isle

531 Olivia St, Key West, United States Show map

During the stay at Kw33B Windward Isle Villa Key West, guests can indulge in a hot tub or visit the Harry S. Truman Little White House, located a 16-minute walk away. Offering a prime location in the… More

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Tradewinds

529 531 Olivia St, Key West, United States Show map

Staying at Tradewinds Villa Key West, guests can easily reach Southernmost Point of the Continental US Monument, located a mere 11 minutes' walk away. More

From US$ 1031 Book Now

Seascape Tropical Inn (Adults Only)

420 Olivia Street, Key West, United States Show map

Seascape Tropical Inn Key West enjoys a central location and provides easy access to San Carlos Institute 7 minutes' walk away. This inn has views of the pool and features Wi-Fi in public areas. More

From US$ 130 Book Now

Leeward Isle

Key West, United States Show map

Situated within 5 minutes' walk of the historic Key West Lighthouse, Leeward Isle Villa Key West offers easy access to numerous tourist spots in the area. More

From US$ 423 Book Now

Southernmost Bliss By Last Key Realty

518 Frances Street, Key West, United States Show map

Featuring guided snorkelling trips to make your visit more entertaining, Southernmost Bliss By Last Key Realty Key West villa is an 11-minute walk from Key West Firehouse Museum. Offering a private… More

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The Grinnell Cottage By Avantstay

611 Grinnell St, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom The Grinnell Cottage By Avantstay Key West is located nearly a 5-minute walk from the 19-acre Key West Cemetery and is ideal for up to 4 guests. More

From US$ 217 Book Now

Treetop Oasis Eyebrow House

516 Olivia St Upstairs, Key West, United States Show map

Located just 7 minutes' stroll from the downtown commercial zoned Duval Street, the spacious 45 m² Treetop Oasis Eyebrow House Key West accommodates up to 4 guests. The apartment is a stone's throw… More

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Mango Hideaway Eyebrow House

516 Olivia St Rear, Key West, United States Show map

The 28 m² Mango Hideaway Eyebrow House Apartment Key West lies in a prime location in Key West, approximately a 5-minute walk from the historic Key West Lighthouse. This 1-bedroom apartment offers… More

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Eyebrow Suite Eyebrow House

516 Olivia St Front, Key West, United States Show map

Eyebrow Suite Eyebrow House Key West is 12 minutes' walk from the vintage parish "Saint Paul's Episcopal Church of Key West" in the Downtown Key West district and welcomes guests with a Jacuzzi. Wi… More

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Bahama Dreams

903 Thomas Street, Key West, United States Show map

Up to 6 guests can stay at the 3-bedroom Bahama Dreams Villa Key West and enjoy Key West Lighthouse and Keeper's Quarters Museum, located nearly a 5-minute walk away. This property features… More

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The Casablanca Hotel

904 Duval Street, Key West, United States Show map

Situated just 5 minutes' stroll from The Ernest Hemingway Home and Museum, the 3-star The Casablanca Hotel Key West offers air-conditioned rooms, Wi-Fi, and street parking. Boasting an outdoor… More

From US$ 365 Book Now

Escape On Fleming

1110 Fleming Street #1, Key West, United States Show map

The spacious 119 m² Escape On Fleming Apartment Key West boasts a prime location merely 9 minutes on foot from Nancy Forrester's Secret Garden. Located in the Downtown Key West district, a stone's… More

From US$ 145 Book Now

Paradise Found In The Center Of Old Town

907 Center St, Key West, Fl 33040, Key West, United States Show map

Paradise Found In The Center Of Old Town Key West villa is located an 8-minute walk from Key West Butterfly and Nature Conservatory and offers guests to enjoy diving, canyoning, and hiking. Nestled… More

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Land Of Love By Avantstay

611 Grinnell St #7, Key West, United States Show map

Situated approximately a 25-minute walk from the bustling plaza "Mallory Square", the welcoming Land Of Love By Avantstay Key West villa offers guests to enjoy grill and a golf course. This 2-bedroom… More

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Kw48 Hemingway

418 Whalton Lane, Key West, United States Show map

Featuring a hot tub, the 3-bedroom Kw48 Hemingway Villa Key West is located around 5 minutes' walk from The Ernest Hemingway Home and Museum and can host up to 6 guests. More

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Wicker Guesthouse

913 Duval Street, Key West, United States Show map

Offering luggage storage, the 3-star Wicker Guesthouse Key West lies in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, merely 0.8 km from US 1 Mile… More

From US$ 327 Book Now

Hemingway'S View

Key West, United States Show map

Located 9 minutes on foot from Mile Marker 0 Store, Hemingway'S View Villa Key West provides access to various tourist attractions in the vicinity. More

From US$ 1175 Book Now

Key West Hospitality Inns

913 Duval Street, Key West, United States Show map

Guests of the cosy Key West Hospitality Inns can visit Key West Butterfly and Nature Conservatory, situated only 550 metres away. Boasting a location approximately 5 minutes on foot from The Ernest… More

From US$ 292 Book Now

Family House 2 Bedroom Private Spa 2 Heated Pools

912 Center Street, Key West, United States Show map

The 2-bedroom Family House 2 Bedroom Private Spa 2 Heated Pools Key West villa is nestled within 5 minutes' walk of the historic Key West Lighthouse and entices guests with a Jacuzzi. Offering Wi-Fi,… More

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Relaxing Island Home Great Location Stylish

Olivia Street 709, Key West, United States Show map

Offering access to entertainment venues such as Papa's Pilar Rum Distillery, situated only 1.4 km away, the 1-bedroom Relaxing Island Home Great Location Stylish Key West can host up to 4 guests. More

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Sailors Cabin - Prime Downtown Key West Spot - Walk To Duval

910 Simonton Street, Key West, United States Show map

The 1-bedroom Sailors Cabin - Prime Downtown Key West Spot - Walk To Duval offers a convenient location, only 1.4 km from USCGC Ingham Maritime Museum. The apartment with a terrace is located only a… More

From US$ 560 Book Now

Honeymoon Hideaway 2 Person Suite Private Spa

914 Center St, Key West, Fl 33040, Usa, Key West, United States Show map

Boasting spa facilities such as a Jacuzzi, the spacious Honeymoon Hideaway 2 Person Suite Private Spa Key West is situated in the Downtown Key West district of Key West, within 15 minutes' walk of… More

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Alexander'S Guesthouse-Adult Exclusive

1118 Fleming Street, Key West, United States Show map

Nestled in the Downtown Key West district of Key West, around 25 minutes' walk from the secluded pocket Dog Beach, the 4-star smoke-free Alexander'S Guesthouse-Adult Exclusive Key West features a… More

From US$ 344 Book Now

Sunset Suite-Historic 2 Bedroom K And Q, Sleeps 4, Spa

914 Center St, Key West, United States Show map

The spacious Sunset Suite-Historic 2 Bedroom K And Q, Sleeps 4, Spa Key West is located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor an 8-minute… More

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Romantic Retreat

914 Center Street, Key West, United States Show map

Welcoming guests with a Jacuzzi, Romantic Retreat Key West villa is located around 5 minutes' walk from The Ernest Hemingway Home and Museum and can host up to 2 guests. Providing guests with Wi-Fi… More

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Sunset Suite 2 Bedrooms 2 Baths Private Spa 2 Heated Pools

914 Center Street, Key West, United States Show map

The 2-bedroom Sunset Suite 2 Bedrooms 2 Baths Private Spa 2 Heated Pools Key West lies in a prime location in Key West, around a 5-minute walk from the downtown commercial zoned Duval Street. More

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Andrews Inn & Garden Cottages

0 Whalton Lane, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, within 5 minutes' walk of the downtown commercial zoned Duval Street, the 4-star Andrews Inn… More

From US$ 656 Book Now

Truman Suite #3

910 Simonton Street #3, Key West, United States Show map

Offering a restaurant, the comfortable Truman Suite #3 Key West hotel lies in the Downtown Key West district of Key West, a mere 550 metres from the downtown commercial zoned Duval Street and nearly… More

From US$ 403 Book Now

Prime Downtown Location - Truman Little Cozy Cottage

910 Simonton Street 3, Key West, United States Show map

Offering access to entertainment venues such as Key West First Legal Rum Distillery, situated just 1.5 km away, Prime Downtown Location - Truman Little Cozy Cottage Key West can host up to 2 guests. More

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Kw143Flr Olivia Street Retreat

630 Olivia Street, Key West, United States Show map

The 1-bedroom Kw143Flr Olivia Street Retreat Villa Key West offers quick access to such city attractions as the 19 - acre Key West Cemetery, located just a 6-minute walk away. Offering a prime… More

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Jasmine Place

919 Whitehead Street, Key West, United States Show map

Located just 200 metres from The Ernest Hemingway Home and Museum, the 2-bedroom Jasmine Place Key West villa offers opportunities for windsurfing, snorkelling, and canyoning in the area. The Key… More

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Caribbean Cottage 28 Day Minimum Rental 2Br 2Ba Heated Pools

915 Center St, Key West, Fl 33040, Usa, Key West, United States Show map

Located around a 5-minute stroll from the historic Key West Lighthouse, the 2-bedroom Caribbean Cottage 28 Day Minimum Rental 2Br 2Ba Heated Pools Key West gives easy access to various tourist… More

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The Porch On Frances Inn - Adults Exclusive

535 Frances St, Key West, United States Show map

The comfortable The Porch On Frances Inn - Adults Exclusive Key West, located in the Downtown Key West district, about 20 minutes' walk from the Harry S. Truman Little White House, features views of… More

From US$ 181 Book Now

Key West Hideaway Sleeps Up To 10 4 Bedroom And 4 Baths 2 Pools

916 Center St, Key West, Fl 33040, Usa, Key West, United States Show map

Key West Hideaway Sleeps Up To 10 4 Bedroom And 4 Baths 2 Pools villa is nestled within a 400-metre distance of the downtown commercial zoned Duval Street and can accommodate up to 10 guests. More

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Lennons Lodge Luxury 2 Bedroom Private Spa 2 Heated Pools

918 Center Street, Key West, United States Show map

Lennons Lodge Luxury 2 Bedroom Private Spa 2 Heated Pools Key West enjoys a prime location, a 25-minute walk from White Street Pier, and offers guests to unwind in a Jacuzzi. Offering a car park as… More

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Harrisons Hideaway K Suite Private Spa

918 Center Street, Key West, United States Show map

Harrisons Hideaway K Suite Private Spa Key West villa with a prime location 400 metres from the downtown commercial zoned Duval Street entices guests with a Jacuzzi. Offering a car park as well as Wi… More

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Starrs Suite K With Private Spa

918 Center Street, Key West, United States Show map

The spacious 30 m² Starrs Suite K With Private Spa Key West is only 5 minutes' stroll from the downtown commercial zoned Duval Street and welcomes guests with a Jacuzzi. The apartment enjoys a prime… More

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Mccartneys Manor K Suite Private Spa 2 Heated Pools

918 Center Street, Key West, United States Show map

Situated just 5 minutes' walk from the downtown commercial zoned Duval Street, Mccartneys Manor K Suite Private Spa 2 Heated Pools Key West villa offers a Jacuzzi and can accommodate up to 2 guests. More

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Lighthouse Villa By Avantstay

921 Whitehead Street, Key West, United States Show map

Offering an outdoor swimming pool, Lighthouse Villa By Avantstay Key West is situated only 8 minutes' walk from Key West Butterfly and Nature Conservatory and can accommodate up to 8 guests. More

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Carysfort Reef Light Suite

419 Truman Avenue, Key West, United States Show map

Situated around 5 minutes on foot from The Ernest Hemingway Home and Museum, the 2-bedroom Carysfort Reef Light Suite Key West villa is suitable for 6 guests and provides a swimming pool to relax in.… More

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Kw80Flr Paradise Suite

921 Center St, Key West, United States Show map

The 1-bedroom Kw80Flr Paradise Suite Key West villa offers swift access to various city sites, such as the historic Key West Lighthouse, situated approximately a 5-minute walk away. Offering a prime… More

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Center Court-Boutique Old Town Lodging

916 Center Street, Key West, United States Show map

Located about 5 minutes' walk from Key West Firehouse Museum, the 9-room Center Court-Boutique Old Town Lodging Key West villa boasts a year-round outdoor swimming pool, a Jacuzzi for a relaxing… More

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Key West Light Suite

215 Eanes Lane, Key West, United States Show map

Key West Light Suite villa, located a 6-minute walk from the even Southernmost Point, can host up to 4 guests. More

From US$ 853 Book Now

Key West Light Suite

419 Truman Avenue, Key West, United States Show map

Located just an 8-minute walk from the even Southernmost Point, the 2-bedroom Key West Light Suite villa offers cycling and fisheries to diversify guests' leisure. Offering city views as well as an… More

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Elizabeth'S Secret - Old Town Key West

910 Elizabeth St, Key West, United States Show map

Nestled an 18-minute walk from Papa's Pilar Rum Distillery, Elizabeth'S Secret - Old Town Key West Villa entices guests to explore various tourist destinations nearby. More

From US$ 1566 Book Now