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

Find hotels in Summerland Key, FL from 2.219.489 ₫

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2 Sep - 3 Sep
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3 Sep - 4 Sep
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4 Sep - 6 Sep
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11 Sep - 13 Sep

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Our top choices for Summerland Key hotels

1. Parmer's Resort

Parmer's Resort
Summerland Key
United States
John
3.891.544 ₫
5.228.782 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Parmer's Resort

2. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Sarah
1.972.879 ₫
2.219.489 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Looe Key Reef Resort

3. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Marjorie
2.637.284 ₫
2.967.107 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Sugar Loaf Lodge

4. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
United States
max
5.811.999 ₫
15.573.141 ₫ total
includes taxes & fees
15 Sept - 16 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
13.492.777 ₫
25.445.618 ₫ total
includes taxes & fees
3 Oct - 4 Oct
Atlantic View Luxury Villa with Pool

6. 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
3.027.075 ₫
4.138.633 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

7. Tranquility Guest House

Tranquility Guest House
Old Town Key West
United States
Steven
2.215.318 ₫
4.809.471 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Tranquility Guest House

8. Knight's Key Suites

Knight's Key Suites
Marathon
United States
Jessica
1.795.195 ₫
2.580.022 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Knight's Key Suites

9. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Mauricio
4.956.146 ₫
6.748.995 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Hyatt Vacation Club at Windward Pointe, Key West

10. Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
Marathon
United States
Amy
2.415.663 ₫
3.450.923 ₫ total
includes taxes & fees
11 Sept - 12 Sept
Captain Pips Marina & Hideaway

11. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Roland
2.800.240 ₫
3.991.385 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Ibis Bay Beach Resort

12. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
Canada
Shahid
3.302.145 ₫
5.034.859 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Pegasus International Hotel

13. Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
United States
Kasi
1.935.920 ₫
2.177.877 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Authors of Key West Guest House

14. The Palms Hotel

The Palms Hotel
Old Town Key West
United States
John
2.830.424 ₫
3.770.892 ₫ total
includes taxes & fees
29 Sept - 30 Sept
The Palms Hotel

15. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West
United States
Jaime
3.304.879 ₫
4.891.058 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Paradise Inn Key West - Adults Only

16. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Melisa
3.634.716 ₫
4.089.055 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Key West FL

17. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Jose
2.899.318 ₫
4.141.696 ₫ total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West

18. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
REBECCA
2.858.904 ₫
4.682.872 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Blue Flamingo Resort Key West

19. Eden House

Eden House
Key West Historic District
United States
Therese
2.072.570 ₫
2.611.437 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Eden House

20. Duval Inn

Duval Inn
Old Town Key West
United States
Arnold J
3.523.901 ₫
5.284.385 ₫ total
includes taxes & fees
18 Sept - 19 Sept
Duval Inn
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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.
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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.
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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.
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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.
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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.
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Squirrel Key

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

Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Everything was great! Staff was very friendly! Easy check in and check out."
christine 4-night trip
Posted 6 days ago
Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Me gustaría más opciones como un regular desayuno"
Susana 2-night trip
Posted 9 days ago
Sugar Loaf Lodge

More cheap stays in Summerland Key

Looe Key Reef Resort

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL
1.972.879 ₫
2.219.489 ₫ total
7 Sept - 8 Sept
includes taxes & fees
Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
2.637.284 ₫
2.967.107 ₫ total
29 Sept - 30 Sept
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
Sugar Loaf Lodge
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
3.891.544 ₫
5.228.782 ₫ total
9 Sept - 10 Sept
includes taxes & fees
Parmer's Resort
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Summerland Key FL
5.811.999 ₫
15.573.141 ₫ total
15 Sept - 16 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.

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