A coastal road with a beach on one side and a marina with boats on the other.

Find hotels in Summerland Key, FL from 2.974.300 ₫

  • 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

Check prices for these dates

Tonight
10 Aug - 11 Aug
Tomorrow
11 Aug - 12 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Filter by

Star rating

Guest rating

Our top choices for Summerland Key hotels

Hotel
Reserve now, pay later
Breakfast included
Pet-friendly
Resort

1. Parmer's Resort

Parmer's Resort
Summerland Key
United States
John
2.650.636 ₫
3.837.034 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Parmer's Resort

2. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United Kingdom
Christopher
2.643.822 ₫
2.974.300 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Looe Key Reef Resort

3. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Marjorie
3.118.395 ₫
3.508.325 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Sugar Loaf Lodge

4. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
United States
max
6.747.371 ₫
16.670.823 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Starlight Serenity - Hideaway w Stunning Views

5. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
Summerland Key
United States
Preetam
13.561.087 ₫
25.574.442 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Atlantic View Luxury Villa with Pool

6. Tranquility Guest House

Tranquility Guest House
Old Town Key West
United States
Hector
1.478.119 ₫
3.991.854 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Tranquility Guest House

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
United States
Fernando
3.275.625 ₫
4.421.963 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8. Island City House Hotel

Island City House Hotel
Key West Historic District
United States
Amelia
4.303.100 ₫
4.840.987 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Island City House Hotel

9. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Jamie
2.971.647 ₫
4.188.476 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Ibis Bay Beach Resort

10. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Marines
3.875.720 ₫
4.360.185 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Key West FL

11. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Adam
4.886.708 ₫
6.676.772 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Hyatt Vacation Club at Windward Pointe, Key West

12. Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access
Key West
5.683.518 ₫
8.705.239 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Resort View 1BR Suite With Direct Pool Access

13. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
United States
Robert
2.708.929 ₫
4.226.508 ₫ total
includes taxes & fees
11 Aug - 12 Aug
The Southernmost Inn - Adults Only

14. Duval Inn

Duval Inn
Old Town Key West
United States
Curtis
2.856.345 ₫
4.540.016 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Duval Inn

15. The Laureate Key West

The Laureate Key West
New Town
United States
Robert
4.166.595 ₫
5.424.697 ₫ total
includes taxes & fees
13 Aug - 14 Aug
The Laureate Key West

16. Duval House

Duval House
Old Town Key West
United States
Melissa
2.856.345 ₫
3.776.796 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Duval House

17. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Robert
3.162.682 ₫
5.032.048 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Blue Flamingo Resort Key West

18. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Chandra
3.123.636 ₫
4.398.510 ₫ total
includes taxes & fees
16 Aug - 17 Aug
DoubleTree Resort by Hilton Grand Key - Key West

19. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West
United States
Marcia
2.639.222 ₫
4.148.087 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Paradise Inn Key West - Adults Only

20. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
2.751.525 ₫
4.422.094 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Pegasus International Hotel
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Summerland Key

Find the best Summerland Key areas for the activities you enjoy most.Learn more about Summerland Key
Learn more about Summerland Key

Cutthroat Harbor Estates

Cutthroat Harbour Estates offers a tranquil slice of Florida Keys living with private boat docks and crystal-clear waters. This residential waterfront area provides an authentic escape from tourist crowds. Homes on stilts with weathered wood docks create a classic Keys atmosphere. The neighborhood's canals connect directly to the Gulf, making it perfect for fishing and boating enthusiasts. Gentle waves lap against private docks while tropical birds call at dawn. Nearby Venture Out Keys and Summerland Key provide dining options and additional sights.

Sugarloaf Shores

Sugarloaf Shores offers a tranquil escape on the Florida Keys waterfront. Private homes line peaceful canals where turquoise waters invite fishing, kayaking, and boating adventures. This residential haven sits away from tourist crowds yet provides easy access to stunning ocean views. The neighborhood's charm lies in its authentic Keys lifestyle with homes on stilts and tropical landscaping. Nearby Sugarloaf Beach and Lower Sugarloaf Sound provide perfect spots for swimming and snorkelling. Visitors appreciate the quiet streets for evening strolls and stargazing.

Cudjoe Gardens

Cudjoe Gardens offers a peaceful waterfront retreat in the Florida Keys. This quiet residential haven features canal-front properties with private docks for easy boat access. Travellers can enjoy fishing, wildlife watching, and stargazing from their holiday rentals. The neighborhood's tropical charm comes alive with pastel homes on stilts surrounded by palm trees and native plants. A hire car is essential for exploring nearby Summerland Key attractions and dining options. Water enthusiasts will appreciate direct canal access to open waters and nearby beaches.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

Breezeswept Beach Estates

Escape to the peaceful shores of Breezeswept Beach Estates on Summerland Key. This residential haven offers private waterfront properties with boat docks and direct access to crystal-clear Florida waters. The neighborhood's charm lies in its quiet streets lined with pastel homes and tropical landscaping. Outdoor enthusiasts will love exploring nearby Newfound Harbour Keys by kayak or boat. Fish in the shallow waters, spot native birds, or simply relax under swaying palms. With minimal commercialization and abundant natural beauty, this peaceful retreat captures authentic Keys living without the tourist crowds.

Stay near popular Summerland Key attractions

Sugarloaf Beach

8.4/10 (38 reviews)
This secluded private beach on Sugarloaf Key offers a tranquil escape from the busier Florida Keys shorelines. Guests enjoy pristine views and peaceful sunbathing in a natural, amenity-light setting.
See properties

Upper Sugarloaf Key

8.6/10 (54 reviews)
Upper Sugarloaf Key serves as a gateway to the Great White Heron National Wildlife Refuge with pristine waters. Kayak through mangroves at dawn to spot diverse bird species in this tranquil Florida Keys ecosystem.
See properties

Upper Sugarloaf Sound

9.2/10 (17 reviews)
Glide through Upper Sugarloaf Sound's tranquil waters surrounded by vibrant mangroves and diverse birdlife. Kayak or paddleboard this peaceful Florida Keys retreat to experience nature at its most serene.
See properties

Pye Key

This unspoiled island near Summerland Key offers pristine waters for snorkelling and marine life observation. Bring supplies and reef-safe sun cream for your half-day adventure in this natural Florida Keys sanctuary.
See properties

Venture Key

This private Florida Keys community offers waterfront holiday rentals with direct access to pristine boating waters. Enjoy the heated pool and tennis courts before setting out from the marina for a day of fishing.
See properties

Crab Key

Crab Key is a private residential island off Summerland Key in the Florida Keys with no public access. This exclusive enclave remains one of the few truly private islands in the Keys.
See properties

Squirrel Key

Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
See properties

Boondocks Grille & Draft House

Boondocks Grille & Draft House is just one of the places to see in Summerland Key, so why not enjoy the other things to explore during your travels?
See properties

Learn more about Summerland Key

Snorkel the vibrant coral reefs at Looe Key, where rangers can direct you to spots with fewer boats. Rent kayaks to explore the mangrove trails, then ask locals about their favourite seafood shacks serving fresh-caught Keys lobster.

See all hotels in Summerland Key
A long bridge over turquoise waters with clear skies.

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"This place reminds me of visiting the Keys as a kid with my family. Lots of amenities on the property, a little beach area, and a location that's just right. The rooms aren't "fancy", but everything was well maintained, the air conditioning was excellent, and everything was spotless. Sara at the front desk was friendly and helpful! Can't wait to return!"
Brenda 1-night trip
Posted 2 days ago
Parmer's Resort
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

8/10 Good
"Very clean. Marina is very convenient."
Andrea 4-night trip
Posted 2 days ago
Sugarloaf Key Hotel at KOA Resort

More cheap stays in Summerland Key

Looe Key Reef Resort

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL
2.643.822 ₫
2.974.300 ₫ total
2 Sept - 3 Sept
includes taxes & fees
Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
3.118.395 ₫
3.508.325 ₫ total
16 Aug - 17 Aug
includes taxes & fees
Sugar Loaf Lodge
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
2.650.636 ₫
3.837.034 ₫ total
11 Aug - 12 Aug
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
Parmer's Resort
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Summerland Key FL
6.747.371 ₫
16.670.823 ₫ total
7 Sept - 8 Sept
includes taxes & fees
10/10 Exceptional! (1 review)
Starlight Serenity - Hideaway w Stunning Views
Luxury Oceanview Pool Eco-friendly Villa Near Key West

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Summerland Key FL
Get ratesLuxury Oceanview Pool Eco-friendly Villa Near Key West
Little Torch Cottages

Little Torch Cottages

28501 Channel View Drive Summerland Key FL
Get rates
8.6/10 Excellent! (10 reviews)
Little Torch Cottages

Hotels in Summerland Key with star rating

Frequently asked questions

What's the seasonal weather in Summerland Key?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Summerland Key is 895 mm.

Explore a world of travel with Expedia