Lower Keys Holiday Rentals, Florida: Private House Rentals

A multi-directional signpost with various destination names and distances.

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Our top choices for Lower Keys hotels

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.

Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.

A sunset view with a thatched structure and a palm tree by a calm body of water.

1. Parmer's Resort

Summerland Key

Mireya

3.734.900 ₫

5.050.142 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A waterfront building with a flat roof, large windows, and a balcony.

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

A reception area with a wooden sculpture, a reception desk, a computer, and a television.

A swimming pool with a surrounding deck, palm trees, and lounge chairs.

2. Sugar Loaf Lodge

Summerland Key

Kevin

2.574.000 ₫

2.895.880 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

A canal with boats docked on both sides, surrounded by lush greenery and trees.

A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

3. Looe Key Reef Resort

Summerland Key

Michel

1.967.355 ₫

2.213.274 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A cozy room with a brown leather sofa, a white table, and a ceiling fan.

A row of houseboats docked at a marina with clear reflections in the water.

A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.

A floating houseboat with a covered deck and seating area, docked at a marina.

4. Old Wooden Bridge Resort and Marina

Punta Brisa

abhimanyu

2.339.766 ₫

6.288.486 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A wooden deck with a swing chair overlooking a lush landscape.

A covered outdoor area with a concrete floor, a central table with chairs, and a wooden staircase leading to an upper level.

A two-story house with a balcony and a staircase leading to the upper level.

A bathroom with a wooden vanity, a round mirror, and a glass shower enclosure.

5. Starlight Serenity - Hideaway w Stunning Views

Summerland Key

max

6.049.507 ₫

16.297.321 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

A residential property with a swimming pool, a covered patio, and a view of the ocean.

A large house with a pool, surrounded by lush greenery.

A bedroom with a large bed, a ceiling fan, and a balcony with a view of greenery.

6. Atlantic View Luxury Villa with Pool

Summerland Key

Preetam

13.455.000 ₫

25.374.376 ₫ total

includes taxes & fees

25 Sept - 26 Sept

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

7. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

Travis

3.252.600 ₫

4.390.295 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

A couple holding hands in a tropical setting with palm trees and greenery.

A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

8. Blue Flamingo Resort Key West

New Town

Esteban

3.071.900 ₫

4.918.387 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A marina with boats docked, a pool area, and a building with a white facade.

A hotel room with a balcony overlooking a marina and the ocean.

A breakfast setting with a table, chairs, a vase with flowers, and a city view.

A marina with numerous boats docked, a swimming pool, and palm trees.

9. Hilton Key West Resort & Marina

Stock Island

Molly

3.085.680 ₫

5.027.230 ₫ total

includes taxes & fees

27 Sept - 28 Sept

An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

An aerial view of a resort with a large building, a beach, and a pier in the background.

A beach with white chairs and kayaks, palm trees, and a clear view of the ocean.

A beach scene with two white chairs, a hammock, and palm trees.

10. Isla Bella Beach Resort & Spa

Marathon

Andrew

4.797.000 ₫

6.933.485 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

A bar area with a thatched roof, wooden chairs, and a poolside view.

A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

11. Hampton Inn Key West FL

Key West

Rabia

3.954.600 ₫

4.448.925 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.

A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

12. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

5.212.116 ₫

7.033.630 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A marina with boats docked, a beach resort building, and palm trees.

A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

13. Ibis Bay Beach Resort

Northside Resort

Stephanie

2.636.400 ₫

3.804.710 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

An outdoor patio with tables and chairs, umbrellas, and palm trees.

A hotel with a central courtyard, palm trees, and a fountain.

14. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Craige

3.085.680 ₫

4.348.890 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A coastal landscape with clear turquoise waters and a dense tree line under a bright blue sky with scattered clouds.

A beach with a wooden pier, palm trees, and a clear blue sky.

A coastal area with a marina, boats, and a small island with buildings.

A waterfront dock with boats and a sunset.

15. Captain Pips Marina & Hideaway

Marathon

michael

2.408.900 ₫

3.441.262 ₫ total

includes taxes & fees

25 Sept - 26 Sept

A covered outdoor area with a view of a pool and palm trees.

A hotel room with two beds, white bedding, and a blue accent.

A swimming pool with yellow lounge chairs, palm trees, and a white building in the background.

A reception desk with a marble countertop, a Toshiba laptop, a vase with white flowers, and a sign indicating an office.

16. Kingsail Resort

Marathon

Jennifer

1.988.728 ₫

2.237.319 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

A spacious lobby with a marble floor, leather sofas, and large potted plants.

A modern dining area with a glass table, four chairs, and a ceiling fan.

17. Beachside Resort & Residences

Key West

James

2.270.849 ₫

5.042.487 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A swimming pool with clear water, surrounded by lush greenery and palm trees.

A yellow building with a blue door and shutters, a number '302' on the wall, and a small porch area.

A bathroom with a white sink, three bottles of body lotion, and a white towel.

A bedroom with a bed, a ceiling fan, an air conditioning unit, a bedside table, a lamp, and a window with blinds.

18. Tranquility Guest House

Old Town Key West

Sandra

2.119.832 ₫

4.695.562 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A swimming pool with lounge chairs and palm trees.

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

A modern living room with a sectional sofa, a small round table, and a potted plant.

19. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

2.746.640 ₫

3.821.351 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

A marina with boats docked, a swimming pool, and palm trees.

A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

20. The Perry Hotel & Marina Key West

Stock Island

Jade

3.234.244 ₫

5.232.324 ₫ total

includes taxes & fees

29 Sept - 30 Sept

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Stay near popular Lower Keys attractions

A beach with clear turquoise water, a sandy shore, palm trees, and a steel bridge over the water.

Bahia Honda State Park

9.4/10 (50 reviews)

You can take time to visit Bahia Honda State Park during your travels to Big Pine Key. While you're in the area, wander around the natural setting.

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A beach with clear turquoise water, a sandy shore, and a long pier extending into the water.

Calusa Beach

7.8/10 (9 reviews)

Why not spend a lazy afternoon at Calusa Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.

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A beach with a thatched hut, palm trees, and boats in the water.

Boca Chica Beach

8.0/10 (1 review)

Why not spend a lazy afternoon at Boca Chica Beach during your trip to Key West? Stroll along the area's seaside or simply savour its lively bars.

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A clear blue sky, calm sea, and a tree with exposed roots on a sandy beach.

Sandspur Beach

10.0/10 (1 review)

Why not spend a lazy afternoon at Sandspur Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.

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Upper Sugarloaf Key

8.6/10 (54 reviews)

Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.

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Key West Visitors Center

8.4/10 (85 reviews)

After visiting Key West Visitors Center, make a plan to see the other sights and activities in Big Pine Key. Amble around this relaxing area's marina or seek out the fishing spots.

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Cook Island

9.2/10 (5 reviews)

Commune with nature and explore the great outdoors at Cook Island during your travels in Big Pine Key. While you're in the area, wander around the natural setting.

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National Key Deer Refuge Visitor Center

8.4/10 (50 reviews)

National Key Deer Refuge Visitor Center is just one of the places to see in Big Pine Key, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beaches.

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