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Key West
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Key West

Jun 16 - Jun 17 ·
2 guests

Key West Vacation Rentals

Key West
2 guests

Adults:

2

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0

Child’s age:

Over 880 stays assessed to highlight the standout picks
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1. Key West Villas

2. Rose Lane Villas

3. Villa Bella

4. Zen Villa

Cheap Vacation Rentals in Key West Florida

5. Center Court-Boutique Old Town Lodging

6. Vacation Rental Florida Keys

7. Nautilus...Ocean Front Cottage Retreat ~

Pet Friendly Vacation Rentals Key West

8. Oceania... Water Front Cottage Retreat ~

9. New Oceanfront Luxury Home - Unit3

10. Ocean View With Pool, 4 Bedroom Vila Near Key West

Luxury Vacation Rentals Key West

  • Best-rated
Hotel Image Hotel Image

Key West Villas

512 Angela Street
1.8 km (1.1 mi) from city center
  • Cookware/ Kitchen utensils
  • Car park
    US$ 15 per day
  • Express check-in/ -out
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

Located a stone's throw from the downtown commercial zoned Duval Street, the 7-room Key West Villas entices guests with a Jacuzzi.

You can engage in snorkelling or rent bicycles to explore the area.

9.6
298 reviews
~ US$820 / night

Key West Villas

1.8 km (1.1 mi) from city center
  • Cookware/ Kitchen utensils
  • Car park
    US$ 15 per day
  • Express check-in/ -out
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

Key West Villas

Located a stone's throw from the downtown commercial zoned Duval Street, the 7-room Key West Villas entices guests with a Jacuzzi.

You can engage in snorkelling or rent bicycles to explore the area.

9.6
298 reviews
From US$ 820 / night
  • Guest favorite
Hotel Image Hotel Image

Rose Lane Villas

511 Eaton Street (Check-In Location)
2.1 km (1.3 mi) from city center
  • Cookware/ Kitchen utensils
  • Car park
    US$ 25 per day
  • Concierge desk
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool

Staying at the 6-room Rose Lane Villas Key West, guests can visit the Higgs Beach Dog Park, which is approximately a 25-minute walk away.

There is also a heated outdoor swimming pool, along with windsurfing, snorkelling, and diving.

8.6
304 reviews
~ US$659 / night

Rose Lane Villas

2.1 km (1.3 mi) from city center
  • Cookware/ Kitchen utensils
  • Car park
    US$ 25 per day
  • Concierge desk
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool

Rose Lane Villas

Staying at the 6-room Rose Lane Villas Key West, guests can visit the Higgs Beach Dog Park, which is approximately a 25-minute walk away.

There is also a heated outdoor swimming pool, along with windsurfing, snorkelling, and diving.

8.6
304 reviews
From US$ 659 / night
  • Top location
  • Beach access
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Villa Bella

1309 Villa Mill Alley
1.3 km (0.8 mi) from city center
336
  • BBQ facilities
  • Car park
    Charges may apply
  • Tours/Ticket assistance
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Situated only 0.6 km from the Higgs Beach, the 5-bedroom Villa Bella Key West offers a Jacuzzi and can accommodate up to 12 guests. This 4-bathroom villa is located in the Downtown Key West district and offers opportunities for windsurfing, snorkelling, and canoeing in the area.

Villa Bella

1.3 km (0.8 mi) from city center
336
  • BBQ facilities
  • Car park
    Charges may apply
  • Tours/Ticket assistance
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Villa Bella

Situated only 0.6 km from the Higgs Beach, the 5-bedroom Villa Bella Key West offers a Jacuzzi and can accommodate up to 12 guests. This 4-bathroom villa is located in the Downtown Key West district and offers opportunities for windsurfing, snorkelling, and canoeing in the area.

Cheap Vacation Rentals in Key West Florida

  • Private beach
Hotel Image Hotel Image

Zen Villa

400 Aronovitz Lane
2.0 km (1.3 mi) from city center
24
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Bar/ Lounge area
  • Plunge pool

Positioned 1.2 km from bustling shopping destinations such as the shopping mall "Clinton Square Market", the 4-bedroom Zen Villa Key West offers guests to use free private parking.

Zen Villa

2.0 km (1.3 mi) from city center
24
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Bar/ Lounge area
  • Plunge pool

Zen Villa

Positioned 1.2 km from bustling shopping destinations such as the shopping mall "Clinton Square Market", the 4-bedroom Zen Villa Key West offers guests to use free private parking.

Hotel Image Hotel Image

Center Court-Boutique Old Town Lodging

916 Center Street
1.7 km (1.1 mi) from city center
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Luggage storage
  • Golf centre
  • Outdoor swimming pool

The 9-room Center Court-Boutique Old Town Lodging Key West villa is located only 1.3 km from the Harry S. Truman Little White House and provides guests with a Jacuzzi for a more relaxing stay.

The surrounding area is popular for snorkelling.

Center Court-Boutique Old Town Lodging

1.7 km (1.1 mi) from city center
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Luggage storage
  • Golf centre
  • Outdoor swimming pool

Center Court-Boutique Old Town Lodging

The 9-room Center Court-Boutique Old Town Lodging Key West villa is located only 1.3 km from the Harry S. Truman Little White House and provides guests with a Jacuzzi for a more relaxing stay.

The surrounding area is popular for snorkelling.

Vacation rentals near Key West

These options match your search but are within a one-hour drive of the city (up to 80 km / 50 mi).

Hotel Image Hotel Image

Vacation Rental Florida Keys

11202 3Rd Avenue Ocean
78.0 km (48.5 mi) from Key West
85
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Sun loungers

Boasting access to a patio, the 2-bedroom Vacation Rental Florida Keys Marathon villa invites guests to visit the 63 - acre Crane Point Museum and Nature Center, located 4.3 km away.

10
6 reviews
~ US$213 / night

Vacation Rental Florida Keys

78.0 km (48.5 mi) from Key West
85
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Sun loungers

Vacation Rental Florida Keys

Boasting access to a patio, the 2-bedroom Vacation Rental Florida Keys Marathon villa invites guests to visit the 63 - acre Crane Point Museum and Nature Center, located 4.3 km away.

10
6 reviews
From US$ 213 / night

Pet Friendly Vacation Rentals Key West

  • Private beach
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Nautilus...Ocean Front Cottage Retreat ~

701 Spanish Main Drive
33.2 km (20.6 mi) from Key West
79
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

The beachfront Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key offers proximity to nearby tourist spots, such as Veterans Memorial Park, situated 25 minutes' walk away. Guests can enjoy snorkelling, canoeing, and fishing at the 2-bedroom villa, located just 1.5 km from the American Shoal Lighthouse.

The villa offers guests to enjoy snorkeling trips, or relax by a swimming pool. A Jacuzzi ensure a relaxing stay.

9.3
23 reviews
~ US$426 / night

Nautilus...Ocean Front Cottage Retreat ~

33.2 km (20.6 mi) from Key West
79
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

Nautilus...Ocean Front Cottage Retreat ~

The beachfront Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key offers proximity to nearby tourist spots, such as Veterans Memorial Park, situated 25 minutes' walk away. Guests can enjoy snorkelling, canoeing, and fishing at the 2-bedroom villa, located just 1.5 km from the American Shoal Lighthouse.

The villa offers guests to enjoy snorkeling trips, or relax by a swimming pool. A Jacuzzi ensure a relaxing stay.

9.3
23 reviews
From US$ 426 / night
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Oceania... Water Front Cottage Retreat ~

701 Spanish Main Drive
33.2 km (20.6 mi) from Key West
70
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Sauna
  • Pool with view

Featuring a swimming pool for guests' relaxation, the 2-bedroom Oceania.. Water Front Cottage Retreat ~ Cudjoe Key is located around 6 km from Cudjoe Bay.

Relax at a hot tub and a sauna, where you can enjoy the rest in full. Nearby activities include snorkelling, canoeing, and cycling.

7.8
19 reviews
~ US$454 / night

Oceania... Water Front Cottage Retreat ~

33.2 km (20.6 mi) from Key West
70
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Sauna
  • Pool with view

Oceania... Water Front Cottage Retreat ~

Featuring a swimming pool for guests' relaxation, the 2-bedroom Oceania.. Water Front Cottage Retreat ~ Cudjoe Key is located around 6 km from Cudjoe Bay.

Relax at a hot tub and a sauna, where you can enjoy the rest in full. Nearby activities include snorkelling, canoeing, and cycling.

7.8
19 reviews
From US$ 454 / night
  • Private beach
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New Oceanfront Luxury Home - Unit3

630 12Th Street Gulf Unit 3
69.9 km (43.4 mi) from Key West
244
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Golf centre
  • Outdoor swimming pool

Along with proximity to the Spirit Snorkeling, just 350 metres away, the 3-bedroom New Oceanfront Luxury Home - Unit3 Marathon offers opportunities for snorkelling, canoeing, and mini golf in the area.

10
1 reviews
~ US$848 / night

New Oceanfront Luxury Home - Unit3

69.9 km (43.4 mi) from Key West
244
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Golf centre
  • Outdoor swimming pool

New Oceanfront Luxury Home - Unit3

Along with proximity to the Spirit Snorkeling, just 350 metres away, the 3-bedroom New Oceanfront Luxury Home - Unit3 Marathon offers opportunities for snorkelling, canoeing, and mini golf in the area.

10
1 reviews
From US$ 848 / night

Key West Vacation Rentals Oceanfront

  • Private beach
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Ocean View With Pool, 4 Bedroom Vila Near Key West

125 Colson Drive
30.9 km (19.2 mi) from Key West
260
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Fitness centre
  • Pool with view

Located only 0.6 km from the Sunrise Beach Resort, the 2-bedroom Ocean View With Pool, 4 Bedroom Vila Near Key West Cudjoe Key invites guests to enjoy a Jacuzzi.

Guests can enjoy diving, lawn tennis, and ping pong offered on site.

7
6 reviews
~ US$1128 / night

Ocean View With Pool, 4 Bedroom Vila Near Key West

30.9 km (19.2 mi) from Key West
260
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Fitness centre
  • Pool with view

Ocean View With Pool, 4 Bedroom Vila Near Key West

Located only 0.6 km from the Sunrise Beach Resort, the 2-bedroom Ocean View With Pool, 4 Bedroom Vila Near Key West Cudjoe Key invites guests to enjoy a Jacuzzi.

Guests can enjoy diving, lawn tennis, and ping pong offered on site.

7
6 reviews
From US$ 1128 / night
  • Great deal
  • Private beach
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Ocean Nest In Key Colony Beach

381 2Nd Street
79.9 km (49.6 mi) from Key West
121
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Sauna
  • Pool with view

The 2-bedroom Ocean Nest In Key Colony Beach villa is located only 1.6 km from the snug Sunset Park Beach and provides guests with a Jacuzzi and a sauna for a more relaxing stay. The Key Colony Beach villa boasts a location in the Key Colony district and offers a swimming pool to relax at.

The Key Colony Beach accommodation provides a terrace which offers seaside views over the sea.

10
1 reviews

Ocean Nest In Key Colony Beach

79.9 km (49.6 mi) from Key West
121
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Sauna
  • Pool with view

Ocean Nest In Key Colony Beach

The 2-bedroom Ocean Nest In Key Colony Beach villa is located only 1.6 km from the snug Sunset Park Beach and provides guests with a Jacuzzi and a sauna for a more relaxing stay. The Key Colony Beach villa boasts a location in the Key Colony district and offers a swimming pool to relax at.

The Key Colony Beach accommodation provides a terrace which offers seaside views over the sea.

10
1 reviews
  • Beach access
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Coral Villa By Avantstay

23 Coral Way
4.9 km (3.0 mi) from Key West
129
  • Cookware/ Kitchen utensils
  • Car park
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Outdoor swimming pool

Situated merely a 5-minute stroll from FYT Fitness Center, the 3-bedroom Coral Villa By Avantstay Close 2 Dt Key West Shared Pool Patio Stock Island offers quick access to numerous city landmarks nearby.

7.3
3 reviews
~ US$514 / night

Coral Villa By Avantstay

4.9 km (3.0 mi) from Key West
129
  • Cookware/ Kitchen utensils
  • Car park
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Outdoor swimming pool

Coral Villa By Avantstay

Situated merely a 5-minute stroll from FYT Fitness Center, the 3-bedroom Coral Villa By Avantstay Close 2 Dt Key West Shared Pool Patio Stock Island offers quick access to numerous city landmarks nearby.

7.3
3 reviews
From US$ 514 / night

Key West Vacation Rentals with Private Pool

Hotel Image Hotel Image

Aqua Verde Waterfront Gem Dock Game Room

715 26Th Street Ocean
71.1 km (44.2 mi) from Key West
121
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Located merely a 5-minute walk from Shady Palm, Aqua Verde Waterfront Gem Dock Game Room Marathon villa offers a patio with a view over the sea.

~ US$814 / night

Aqua Verde Waterfront Gem Dock Game Room

71.1 km (44.2 mi) from Key West
121
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Aqua Verde Waterfront Gem Dock Game Room

Located merely a 5-minute walk from Shady Palm, Aqua Verde Waterfront Gem Dock Game Room Marathon villa offers a patio with a view over the sea.

From US$ 814 / night
  • Private beach
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Private Estate Pool Ocean View 20 Minutes To Key West

124 Colson Drive
30.9 km (19.2 mi) from Key West
297
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

Situated within 600 metres of the Sunrise Beach Resort, Private Estate Pool Ocean View 20 Minutes To Key West Villa Summerland Key offers guests to relax by an outdoor swimming pool. Featuring a Jacuzzi, the 2-bedroom villa is a 15-minute drive from Park Key Uninhabited Island.

This Summerland Key property offers windsurfing, snorkelling, and mini golf as well as bicycles for rent. Private Estate Pool Ocean View 20 Minutes To Key West Villa boasts a a terrace, which overlooks the sea.

1
1 reviews
~ US$824 / night

Private Estate Pool Ocean View 20 Minutes To Key West

30.9 km (19.2 mi) from Key West
297
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

Private Estate Pool Ocean View 20 Minutes To Key West

Situated within 600 metres of the Sunrise Beach Resort, Private Estate Pool Ocean View 20 Minutes To Key West Villa Summerland Key offers guests to relax by an outdoor swimming pool. Featuring a Jacuzzi, the 2-bedroom villa is a 15-minute drive from Park Key Uninhabited Island.

This Summerland Key property offers windsurfing, snorkelling, and mini golf as well as bicycles for rent. Private Estate Pool Ocean View 20 Minutes To Key West Villa boasts a a terrace, which overlooks the sea.

1
1 reviews
From US$ 824 / night
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Eco Friendly Secluded Oceanview Pool Near Key West

125 Colson Drive
30.9 km (19.2 mi) from Key West
260
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Heating
  • Outdoor swimming pool

Situated approximately 15 minutes' walk from Veterans Memorial Park, Eco Friendly Secluded Oceanview Pool Near Key West Villa Cudjoe Key provides access to numerous tourist attractions in the area.

~ US$873 / night

Eco Friendly Secluded Oceanview Pool Near Key West

30.9 km (19.2 mi) from Key West
260
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Heating
  • Outdoor swimming pool

Eco Friendly Secluded Oceanview Pool Near Key West

Situated approximately 15 minutes' walk from Veterans Memorial Park, Eco Friendly Secluded Oceanview Pool Near Key West Villa Cudjoe Key provides access to numerous tourist attractions in the area.

From US$ 873 / night
  • Beach access
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Sunset Harbor Waterfront Villa With Dock Cabana Club

260 1St Street
79.9 km (49.7 mi) from Key West
139
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Sunset Harbor Waterfront Villa With Dock Cabana Club Marathon offers proximity to nearby tourist spots, such as Thunderbolt, situated around 10 minutes' walk away.

~ US$923 / night

Sunset Harbor Waterfront Villa With Dock Cabana Club

79.9 km (49.7 mi) from Key West
139
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Sunset Harbor Waterfront Villa With Dock Cabana Club

Sunset Harbor Waterfront Villa With Dock Cabana Club Marathon offers proximity to nearby tourist spots, such as Thunderbolt, situated around 10 minutes' walk away.

From US$ 923 / night
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Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa

11600 1St Avenue Gulf Villa 62 Unit 62
78.3 km (48.7 mi) from Key West
163
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

The 3-bedroom Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa Marathon is located merely a 13-minute walk from the snug Sunset Park Beach and invites guests to join fishing.

~ US$1310 / night

Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa

78.3 km (48.7 mi) from Key West
163
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa

The 3-bedroom Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa Marathon is located merely a 13-minute walk from the snug Sunset Park Beach and invites guests to join fishing.

From US$ 1310 / night
  • Beach access
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Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen

605 109Th Street Ocean
77.7 km (48.3 mi) from Key West
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Fitness centre
  • Pool with view

Located just 13 minutes' walk from Captain Hook s Marina Dive Center, the beachfront Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen Marathon villa gives access to various tourist sites in the vicinity.

There are extensive sports facilities to enjoy, including snorkelling, canoeing, and cycling.

Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen

77.7 km (48.3 mi) from Key West
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Fitness centre
  • Pool with view

Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen

Located just 13 minutes' walk from Captain Hook s Marina Dive Center, the beachfront Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen Marathon villa gives access to various tourist sites in the vicinity.

There are extensive sports facilities to enjoy, including snorkelling, canoeing, and cycling.

Hotel Image Hotel Image

Beachfront • Heated Pool • Hot Tub • Oceanview

125 Colson Drive
30.9 km (19.2 mi) from Key West
177
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Beachfront • Heated Pool • Hot Tub • Oceanview Cudjoe Key villa is located a 10-minute drive from Gopher Key and invites guests to enjoy a patio.

Beachfront • Heated Pool • Hot Tub • Oceanview

30.9 km (19.2 mi) from Key West
177
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Beachfront • Heated Pool • Hot Tub • Oceanview

Beachfront • Heated Pool • Hot Tub • Oceanview Cudjoe Key villa is located a 10-minute drive from Gopher Key and invites guests to enjoy a patio.

Are you in a hurry?

Here is a quick list of Vacation Rentals in Key West, selected based on their rating

Name of hotel Accommodation Rating Price, $
Key West Villas

9.6 / 10

(298 Reviews)

From 820$
Rose Lane Villas

8.6 / 10

(304 Reviews)

From 659$
Vacation Rental Florida Keys

10.0 / 10

(6 Reviews)

From 213$
Nautilus...Ocean Front Cottage Retreat ~

9.3 / 10

(23 Reviews)

From 426$
Oceania... Water Front Cottage Retreat ~

7.8 / 10

(19 Reviews)

From 454$

Key West and related destinations

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