Lower Keys Holiday Rentals, Florida: Private House Rentals

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

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

A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.

1. Parmer's Resort

Summerland Key

Mireya

3.732.889 ₫

5.047.423 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

2. Sugar Loaf Lodge

Summerland Key

Kevin

3.092.334 ₫

3.479.006 ₫ total

includes taxes & fees

20 Sept - 21 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 spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

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

3. Looe Key Reef Resort

Summerland Key

Sarah

1.966.296 ₫

2.212.083 ₫ total

includes taxes & fees

23 Sept - 24 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 compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.

4. Old Wooden Bridge Resort and Marina

Punta Brisa

abhimanyu

2.338.506 ₫

6.285.101 ₫ 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 modern bathroom with a glass-enclosed shower, a toilet, and a small window.

5. Starlight Serenity - Hideaway w Stunning Views

Summerland Key

max

6.357.053 ₫

16.638.199 ₫ 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 bedroom with a large bed, a ceiling fan, and a balcony with a view of greenery.

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

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

6. Atlantic View Luxury Villa with Pool

Summerland Key

Preetam

13.447.755 ₫

25.360.712 ₫ total

includes taxes & fees

18 Sept - 19 Sept

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

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

A modern office space with a reception desk, computer, and seating area.

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

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

New Town

Anais

3.016.975 ₫

4.124.822 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

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

8. Blue Flamingo Resort Key West

New Town

Esteban

2.849.365 ₫

4.667.249 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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

A hotel room with a balcony, a bed, a desk, and two chairs.

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

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

9. Hampton Inn Key West FL

Key West

Rabia

3.174.969 ₫

3.571.840 ₫ total

includes taxes & fees

21 Sept - 22 Sept

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

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

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

A clear view of turquoise ocean water and a blue sky with clouds.

10. Hilton Key West Resort & Marina

Stock Island

Molly

2.751.398 ₫

4.646.427 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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 beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

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

11. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Mauricio

4.752.319 ₫

6.515.729 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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

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

A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

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

12. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Fabio

2.681.755 ₫

3.894.002 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

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

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

13. Ibis Bay Beach Resort

Northside Resort

Stephanie

2.790.896 ₫

3.978.066 ₫ total

includes taxes & fees

21 Sept - 22 Sept

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

A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.

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

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

14. Isla Bella Beach Resort & Spa

Marathon

Natali

5.355.715 ₫

7.579.922 ₫ 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.

An aerial view of a coastal area with a marina, several boats, and a variety of buildings including a large resort with a pool and landscaped areas.

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

15. Captain Pips Marina & Hideaway

Marathon

michael

2.407.603 ₫

3.439.409 ₫ total

includes taxes & fees

18 Sept - 19 Sept

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.

A hotel room with two beds, a balcony with a view of the ocean, and a large wave painting on the wall.

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

16. The Laureate Key West

New Town

Dylan

4.131.774 ₫

5.379.362 ₫ total

includes taxes & fees

18 Sept - 19 Sept

A bar area with a long counter, bar stools, and a view of the water.

A Marriott Fairfield Inn & Suites with a modern design, featuring a covered entrance and palm trees.

A balcony with a view of a body of water, a pool, and outdoor seating.

A balcony with a view of the ocean, a round table, and two chairs.

17. Fairfield Inn & Suites by Marriott Marathon Florida Keys

Marathon

Lizabell

3.484.723 ₫

3.920.312 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

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.

A covered patio with a round table and chairs, large windows, and a view of a street and greenery.

18. Kingsail Resort

Marathon

oldrich

1.916.507 ₫

2.156.070 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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

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

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.

19. Tranquility Guest House

Old Town Key West

Sandra

2.484.028 ₫

5.104.037 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A marina with a dock, a boat, and a row of buildings with large windows.

A two-story beachfront hotel with a wooden deck, palm trees, and a clear sky.

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

A bedroom with a bed, a dresser, a large window, and a painting of a sunset over the ocean.

20. Coconut Cay Resort & Marina

Marathon

Oscar

2.065.576 ₫

2.631.860 ₫ total

includes taxes & fees

22 Sept - 23 Sept

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Holiday Rentals in Lower Keys

Holiday Home

Two people sitting by a pool with palm trees in the background.

A row of waterfront cottages with a view of the water, surrounded by greenery.

A thatched-roof structure surrounded by palm trees and blue chairs.

A modern kitchen with grey cabinets, a white countertop, and a built-in microwave.

Sugarloaf Key RV Resort & Cottages

Summerland Key

"First time staying here it won’t be our last!"

Cottage

Old Wooden Bridge Resort and Marina

Punta Brisa

"Nice place"

Mobile Home

A clear view of a kayak on the water with a person paddling, a distant bridge, and a clear sky.

A beach with palm trees and a clear view of the ocean.

A compact room with a gray sofa, a small table, and two turquoise stools. A large round window offers a view of the sea and a thatched-roof structure.

A compact kitchen with a dining area, a staircase, and a view of the sea.

Sunshine Key RV Resort & Marina

Big Pine Key

"Excellent property. Location is great. Ambient feels familiar and pacefully"

Holiday Home

Starlight Serenity - Hideaway w Stunning Views

Summerland Key

"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."

Villa

Atlantic View Luxury Villa with Pool

Summerland Key

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

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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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A motorcycle parked on a beach with palm trees and a clear sky.

Sugarloaf Beach

8.4/10 (38 reviews)

Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?

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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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Learn more about Lower Keys

Discover the relaxing area of Lower Keys—parks, a marina and top sights like Florida Keys Beaches.

See all hotels in Lower Keys

A sunset over a body of water with a bridge in the distance.

Top Lower Keys Hotel Reviews

Sugar Loaf Lodge

10/10 Excellent

"I didn't stay in much, mostly sleeping at night and spending the rest of my time in Key West. That said, this place is a great way to mix in quiet stays away while being well situated to head into Key West (approximately 15 minutes away sans traffic). I'd stay here again without hesitation and you should really consider booking here!"