Lower Keys Holiday Rentals, Florida: Private House Rentals

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Lower Keys

Pet friendly

Apartment

Apart hotel

Pool

Spa

Resort

Hot tub

Cottage

Family friendly

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Lower Keys hotels

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.

1. Sugar Loaf Lodge

Summerland Key

Kevin

฿3,299

฿3,711 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 spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

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.

2. Looe Key Reef Resort

Summerland Key

Sarah

฿2,515

฿2,829 total

includes taxes & fees

23 Sept - 24 Sept

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

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.

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

3. Parmer's Resort

Summerland Key

Mireya

฿4,775

฿6,456 total

includes taxes & fees

4 Oct - 5 Oct

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

A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.

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.

4. Old Wooden Bridge Resort and Marina

Punta Brisa

abhimanyu

฿2,991

฿8,039 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

฿7,734

฿20,834 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 concrete pathway flanked by lush green foliage, leading to a shaded area.

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

฿17,201

฿32,438 total

includes taxes & fees

23 Sept - 24 Sept

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

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

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

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

7. Isla Bella Beach Resort & Spa

Marathon

Natali

฿6,551

฿9,348 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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.

8. Hampton Inn Key West FL

Key West

Rabia

฿4,492

฿5,054 total

includes taxes & fees

27 Sept - 28 Sept

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A person standing by a window overlooking a beach with palm trees and the ocean.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

9. Margaritaville Beach House Key West

Key West

TRICIA LYNN

฿5,916

฿8,742 total

includes taxes & fees

5 Oct - 6 Oct

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

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

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

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

10. Kingsail Resort

Marathon

Jennifer

฿2,542

฿2,860 total

includes taxes & fees

28 Sept - 29 Sept

A building with a white exterior, purple doors, and a small patio area with chairs and a table.

A garden with a stone border, palm trees, and various plants.

A compact room with a kitchenette, a flat-screen TV, a wooden desk, a chair, and a wardrobe.

A compact kitchen with wooden cabinets, a microwave, and a refrigerator. There is a dining area with wicker chairs and a small table.

11. Siesta Motel

Marathon

Titus

฿2,229

฿2,508 total

includes taxes & fees

23 Sept - 24 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 bedroom with a bed, a dresser, a large window, and a painting of a sunset over the ocean.

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

12. Coconut Cay Resort & Marina

Marathon

Oscar

฿2,642

฿3,366 total

includes taxes & fees

23 Sept - 24 Sept

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

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.

13. Blue Flamingo Resort Key West

New Town

Esteban

฿3,927

฿6,288 total

includes taxes & fees

23 Sept - 24 Sept

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A pool area with lounge chairs, palm trees, and a building with a tiled roof.

A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

A modern restaurant with a wooden counter, seating area, and large windows.

14. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

฿5,950

฿6,693 total

includes taxes & fees

23 Sept - 24 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.

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

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

New Town

Travis

฿3,859

฿5,276 total

includes taxes & fees

30 Sept - 1 Oct

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

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

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.

16. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

฿6,198

฿8,469 total

includes taxes & fees

5 Oct - 6 Oct

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

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

17. Hilton Key West Resort & Marina

Stock Island

Molly

฿3,520

฿5,944 total

includes taxes & fees

28 Sept - 29 Sept

Three Adirondack chairs on a sandy beach with a view of the ocean and a clear sky.

A clear view of a swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.

A beach with lounge chairs, palm trees, and a string of lights.

An aerial view of a marina with multiple boats docked, surrounded by a sandy beach and palm trees.

18. Banana Bay Resort & Marina

Marathon

michael

฿3,362

฿5,091 total

includes taxes & fees

23 Sept - 24 Sept

A swimming pool surrounded by palm trees and a natural rock formation.

A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

A spacious lobby with a central seating area, two staircases, and multiple potted plants.

A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

19. Havana Cabana at Key West

New Town

Silvia

฿3,689

฿6,249 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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

20. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Craige

฿3,430

฿4,981 total

includes taxes & fees

28 Sept - 29 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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 bridge with palm trees and water.

Top Lower Keys Hotel Reviews

Looe Key Reef Resort

10/10 Excellent

"Had a great time over the weekend . Great vibe!"

Parmer's Resort

10/10 Excellent

"Wonderful experience! We could walk out of our room to enjoy the water. Nice amenities too! Kayaks and more available, excellent breakfast every morning, way better than the standard breakfast. We would definitely stay there again."

Old Wooden Bridge Resort and Marina

10/10 Excellent

"Absolutely the best. Super laid back. Great property and the staff was beyond helpful. Will definitely only stay here in the future"

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent

"Extraordinarily clean and well maintained. We stayed in the hotel which was well thought out"

More cheap stays in Lower Keys

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL

฿2,515

฿2,829 total

23 Sept - 24 Sept

includes taxes & fees

7.6/10 Good! (1,002 reviews)

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

฿3,299

฿3,711 total

27 Sept - 28 Sept

includes taxes & fees

Parmer's Resort

565 Barry Avenue Summerland Key FL

฿4,775

฿6,456 total

4 Oct - 5 Oct

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

Old Wooden Bridge Resort and Marina

1791 Bogie Drive Big Pine Key FL

฿2,991

฿8,039 total

27 Sept - 28 Sept

includes taxes & fees

8.6/10 Excellent! (372 reviews)

Sunshine Key RV Resort & Marina

38801 Overseas Highway Big Pine Key FL

Get rates

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Summerland Key FL

Get rates

Explore a world of travel with Expedia

More ways to book

Book Hotels in Lower Keys on Expedia.com

Find hotels in Lower Keys, FL from ฿2,829

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Lower Keys

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Lower Keys hotels

1. Sugar Loaf Lodge

2. Looe Key Reef Resort

3. Parmer's Resort

4. Old Wooden Bridge Resort and Marina

5. Starlight Serenity - Hideaway w Stunning Views

6. Atlantic View Luxury Villa with Pool

7. Isla Bella Beach Resort & Spa

8. Hampton Inn Key West FL

9. Margaritaville Beach House Key West

10. Kingsail Resort

11. Siesta Motel

12. Coconut Cay Resort & Marina

13. Blue Flamingo Resort Key West

14. Courtyard by Marriott Key West Waterfront

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

16. Hyatt Vacation Club at Windward Pointe, Key West

17. Hilton Key West Resort & Marina

18. Banana Bay Resort & Marina

19. Havana Cabana at Key West

20. DoubleTree Resort by Hilton Grand Key - Key West

Stay near popular Lower Keys attractions

Bahia Honda State Park

Calusa Beach

Boca Chica Beach

Sandspur Beach

Upper Sugarloaf Key

Key West Visitors Center

Cook Island

National Key Deer Refuge Visitor Center

Learn more about Lower Keys

Top Lower Keys Hotel Reviews

Looe Key Reef Resort

Parmer's Resort

Old Wooden Bridge Resort and Marina

Sugarloaf Key Hotel at KOA Resort

More cheap stays in Lower Keys

Looe Key Reef Resort

Sugar Loaf Lodge

Parmer's Resort

Old Wooden Bridge Resort and Marina

Sunshine Key RV Resort & Marina

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Explore a world of travel with Expedia

Go further with the Expedia app