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

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Summerland Key apartments

A wooden boardwalk leading to a building with a green roof, surrounded by palm trees and a body of water.

1. The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
9.0 out of 10, Wonderful, (2 reviews)
"A little dated, but clean and well located."
United States
Luis
The price is AED 891
AED 2,043 total
includes taxes & fees
30 Nov - 1 Dec
The Grenada Suite Pool View Private Balcony
A modern living room with a black leather sofa, white fluffy ottomans, a large mirror, and a wooden coffee table.

2. Honeymoon Banyan Suite near Higgs Beach

Honeymoon Banyan Suite near Higgs Beach
Midtown
9.8 out of 10, Exceptional, (9 reviews)
"Great location, clean and awesome ammenities!!!"
United States
Kim R.
The price is AED 616
AED 1,337 total
includes taxes & fees
9 Nov - 10 Nov
Honeymoon Banyan Suite near Higgs Beach
A white building with a covered porch and a palm tree.

3. Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (463 reviews)
"This studio is in a wonderful location and comes with bikes and a pool spa. It is a fabulous place to stay for a relaxing get-away island-style."
United States
Laura D.
The price is AED 459
AED 955 total
includes taxes & fees
2 Dec - 3 Dec
Steps from Duval, Pool on Site & Bikes Included!
A white house with a porch, a sign reading "The Bayview House," and a small garden with a tree and a planter.

4. The Caroline Suite | 1 bedroom condo w/shared pool

The Caroline Suite | 1 bedroom condo w/shared pool
Key West Historic District
9.0 out of 10, Wonderful, (36 reviews)
"Great place!! Highly recommend and would love staying there again. "
United States
Jeff A.
The price is AED 1,633
AED 2,626 total
includes taxes & fees
8 Dec - 9 Dec
The Caroline Suite | 1 bedroom condo w/shared pool
A small, private entrance to a house with a brick pathway leading to a door.

5. Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (40 reviews)
"Ricky’s Retreat is in a fantastic location. The room was all you need in Key West. Highly recommend it and will definitely stay there again."
United States
Brian R.
The price is AED 503
AED 1,370 total
includes taxes & fees
16 Nov - 17 Nov
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
A narrow pathway leading to a house with a blue exterior, a number '12' sign, and various potted plants.

6. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
10.0 out of 10, Exceptional, (124 reviews)
"Very communicative, property was as pictured and bikes were perfect for getting around. We didn’t need a car but had no trouble parking right next to the front door. Sandy’s had the best coffee and food was delicious! Will definitely come again!"
United States
Emily F.
The price is AED 756
AED 1,519 total
includes taxes & fees
18 Nov - 19 Nov
Studio Blu - Historic Key West Studio + Bikes
A pathway leading to a covered outdoor seating area with a table and chairs, surrounded by lush greenery and trees.

7. Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (44 reviews)
"Great stay! "
United States
Victoria T.
The price is AED 460
AED 1,503 total
includes taxes & fees
16 Nov - 17 Nov
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
A covered outdoor area with a hot tub, seating, and a wooden deck.

8. Tropical Heron Hideaway w/Hot Tub + Pool

Tropical Heron Hideaway w/Hot Tub + Pool
Key West Historic District
10.0 out of 10, Exceptional, (4 reviews)
"Clean place, great location. Pool, hot tub and grill were awesome along with the back patio. "
United States
Logan G.
Tropical Heron Hideaway w/Hot Tub + Pool
A two-story house with a prominent tower, a balcony, and a well-maintained garden.

9. Carriage House at the Grand Maloney

Carriage House at the Grand Maloney
Key West Historic District
8.8 out of 10, Excellent, (23 reviews)
"Great location"
United States
Eric J.
The price is AED 779
AED 1,340 total
includes taxes & fees
9 Nov - 10 Nov
Carriage House at the Grand Maloney
A narrow brick pathway flanked by white buildings with potted plants and a bench.

10. Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West

Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
Old Town Key West
9.8 out of 10, Exceptional, (27 reviews)
"Awesome location & very helpful host!"
United States
Jay M.
The price is AED 460
AED 1,292 total
includes taxes & fees
8 Nov - 9 Nov
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
A wooden pedestrian bridge over a water body, surrounded by lush greenery and palm trees.

11. Tortuga Suite Sparkling Pool Hot Tub

Tortuga Suite Sparkling Pool Hot Tub
2.0 star property
Key West
The price is AED 910
AED 2,065 total
includes taxes & fees
1 Dec - 2 Dec
Tortuga Suite Sparkling Pool Hot Tub
A covered porch with white wooden railings, wicker furniture, and hanging lanterns.

12. Duval Delight | Recently Remodeled Condo on Duval!

Duval Delight | Recently Remodeled Condo on Duval!
Old Town Key West
9.8 out of 10, Exceptional, (81 reviews)
"Fantastic location"
United States
Jennifer
The price is AED 587
AED 1,732 total
includes taxes & fees
9 Nov - 10 Nov
Duval Delight | Recently Remodeled Condo on Duval!
A two-story building with a white picket fence in front, surrounded by lush greenery.

13. Hollinsed House Studio - Great Location!!

Hollinsed House Studio - Great Location!!
Old Town Key West
9.6 out of 10, Exceptional, (164 reviews)
"Nice location, clean, & would stay there again"
United States
Karen L.
The price is AED 686
AED 1,700 total
includes taxes & fees
19 Nov - 20 Nov
Hollinsed House Studio - Great Location!!
A porch with four chairs and a table, a wooden door, and green shutters.

14. Curry House Room 6 - Balcony & Pool

Curry House Room 6 - Balcony & Pool
Old Town Key West
8.6 out of 10, Excellent, (23 reviews)
"It was very clean and a great location to walk wherever we wanted to go in Key West."
United States
Amanda Z.
The price is AED 433
AED 1,226 total
includes taxes & fees
30 Nov - 1 Dec
Curry House Room 6 - Balcony & Pool
A pool area with a wooden deck, lounge chairs, and a staircase leading to a balcony.

15. Leo's Lodge | Newly Updated!

Leo's Lodge | Newly Updated!
Old Town Key West
9.0 out of 10, Wonderful, (40 reviews)
"Very nice place to stay, great pool area and great room. "
United States
Blake
The price is AED 414
AED 1,190 total
includes taxes & fees
8 Nov - 9 Nov
Leo's Lodge | Newly Updated!
A bay window seating area with patterned cushions, a wooden table, and a chandelier.

16. Bunk Room at the Grand Maloney

Bunk Room at the Grand Maloney
Key West Historic District
9.6 out of 10, Exceptional, (25 reviews)
"Very comfortable beds and clean "
United States
Jose
The price is AED 885
AED 1,540 total
includes taxes & fees
30 Nov - 1 Dec
Bunk Room at the Grand Maloney
An outdoor patio area with wooden furniture, a large tree, and lush greenery.

17. African Queen | Perfect Suite Near Historic Seaport

African Queen | Perfect Suite Near Historic Seaport
Key West Historic District
9.4 out of 10, Exceptional, (18 reviews)
"Location was perfect. Cute little place Hostess was amazing. "
United States
Judith E.
The price is AED 498
AED 1,550 total
includes taxes & fees
10 Nov - 11 Nov
African Queen | Perfect Suite Near Historic Seaport
An outdoor patio area with wooden furniture, a large tree, and lush greenery.

18. Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval!

Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval!
Key West Historic District
9.6 out of 10, Exceptional, (37 reviews)
"Everything was fantastic, great location to the North end of Duval St."
United States
Brett W.
The price is AED 672
AED 1,713 total
includes taxes & fees
15 Nov - 16 Nov
Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval!
A narrow stone pathway leading to a yellow building with a white door and a small porch area.

19. Sailor`s Cabin - Old Town - Walk to Duval !

Sailor`s Cabin - Old Town - Walk to Duval !
Old Town Key West
9.6 out of 10, Exceptional, (52 reviews)
"Every detail as stated and parking was better than ever imagined!"
United States
Charles B.
The price is AED 643
AED 1,169 total
includes taxes & fees
2 Dec - 3 Dec
Sailor`s Cabin - Old Town - Walk to Duval !
A covered outdoor seating area with wicker furniture and a wooden table, surrounded by lush tropical plants and a white fence.

20. Private Parking , Heated Pool - Key Lime Cottage

Private Parking , Heated Pool - Key Lime Cottage
Key West Historic District
8.8 out of 10, Excellent, (22 reviews)
"Wonderful stay, great place that is quiet and convenient to everything."
United States
Duke K.
The price is AED 547
AED 1,393 total
includes taxes & fees
1 Dec - 2 Dec
Private Parking , Heated Pool - Key Lime Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Summerland Key Hotel Reviews

Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

10/10 Excellent
"Clean and quiet bungalow that is convenient to Key West but far enough away to enjoy the quiet."
Anonymous traveler 4-night trip
Posted 3 days ago
Sugarloaf Key RV Resort & Cottages

Frequently asked questions

What's it like to stay at an apartment in Summerland Key?
You'll find plenty of places to stay in Summerland Key with 636 hotels and other accommodations. Though there aren't many apartments, we can help you find accommodations with similar amenities. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. Even filter by similar property types like vacation homes, condos, or guest houses. Favorite sights to visit while in town include Florida Keys Beaches.
Why choose an apartment over a traditional hotel room?
Offering a kitchen for convenient meals, an apartment usually is more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families who want the conveniences of home.
What's a favorite apartment I should consider for a stay in Summerland Key?
Listed below are some of the top apartments in the area: Steps from Duval, Pool on Site & Bikes Included!: Located in Key West, 23.7 mi/38.2 km from the heart of Summerland Key. Includes free WiFi and private patios. Onsite laundry facilities and an outdoor pool are on site. Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!: Located 23.6 mi/37.9 km away in Key West. Claude Monet Suite | Cozy Studio with Pool & Patio: It's located in Key West, 23.7 mi/38.2 km away. Galleon Resort Efficiency in the old town: Located 23.6 mi/38 km away in Key West. Free WiFi, private balconies, and Smart TVs are included. A fitness center and onsite laundry facilities are on site. VanGogh Studio | Updated, Old Town, Heated Pool: It's situated in Key West, 23.7 mi/38.2 km from Summerland Key.
What can I expect from the weather during my trip to Summerland Key?
Weather is only one factor, but it can really affect your travel plans, especially when you are planning a longer stay in Summerland Key. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Summerland Key is 35 inches.
What are the must-see places to visit in Summerland Key?
Florida Keys Beaches and Upper Sugarloaf Key are a couple of lovely local spots to get outside and enjoy nature. While here, Venture Out Keys and Upper Sugarloaf Sound are other places worth a visit.
What's the best way to get to and around Summerland Key?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Key West Intl. Airport (EYW), which is located 20.9 mi (33.6 km) away from the city center. Otherwise, look for flights into Marathon, FL (MTH-Florida Keys Marathon), which is 25.1 mi (40.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.