Search Apartments in Summerland Key

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Summerland Key apartments

Star Room Barnacle Resort

Star Room Barnacle Resort
Long Beach Estates
9.4 out of 10, Exceptional, (3)
"We loved the location - quiet and secluded - away from everything but not so far away that you felt isolated. All very clean and amenities were as described."
United Kingdom
Robert
The price is HK$1,546
HK$2,299 total
includes taxes & fees
13 Jan - 14 Jan 2026
Star Room Barnacle Resort

Beach View Room Dormitory Room Barnacle Resort

Beach View Room Dormitory Room Barnacle Resort
Long Beach Estates
The price is HK$2,324
HK$3,457 total
includes taxes & fees
6 Jan - 7 Jan 2026
Beach View Room Dormitory Room Barnacle Resort

The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
The Grenada Suite Pool View Private Balcony

Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!

Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Stock Island
10.0 out of 10, Exceptional, (37)
"Awesome! Would stay here again!"
United States
Rebecca W.
The price is HK$4,266
HK$7,856 total
includes taxes & fees
19 Jan - 20 Jan 2026
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!
Key West
10.0 out of 10, Exceptional, (24)
"This property is beautiful and the location is great as well. We will be back!"
United States
Patricia K.
The price is HK$2,355
HK$4,833 total
includes taxes & fees
3 Jan - 4 Jan 2026
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!

The Saint Martin Suite | Delightfully Updated Beach Vibes! Pool!

The Saint Martin Suite | Delightfully Updated Beach Vibes! Pool!
2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful stay in Key West. Good location! Quiet yet a short uber ride to the action. Staff was outstanding. Easy check in and check out! Thank you."
United States
John D.
The price is HK$3,458
HK$6,387 total
includes taxes & fees
9 Jan - 10 Jan 2026
The Saint Martin Suite | Delightfully Updated Beach Vibes! Pool!

The Cat Island Suite | Beautifully Renovated w/ Pool!

The Cat Island Suite | Beautifully Renovated w/ Pool!
Key West
9.8 out of 10, Exceptional, (30)
"I stayed at this property for 3 nights and it was wonderful super clean and very comfortableJust minutes away from all the attractions and far away from the crowds. Really quiet at night A I really recommend this property "
United States
domingo d.
The price is HK$2,774
HK$5,409 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Cat Island Suite | Beautifully Renovated w/ Pool!

Balcony, Pool, & Near Duval - Curry House Room 8

Balcony, Pool, & Near Duval - Curry House Room 8
Old Town Key West
9.2 out of 10, Wonderful, (22)
"Place is perfect"
United States
Ryan S.
The price is HK$1,290
HK$2,991 total
includes taxes & fees
4 Jan - 5 Jan 2026
Balcony, Pool, & Near Duval - Curry House Room 8

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, (415)
"We loved it here! Not very far from Duval street. "
United States
Keghan J.
The price is HK$1,602
HK$2,907 total
includes taxes & fees
3 Jan - 4 Jan 2026
Steps from Duval, Pool on Site & Bikes Included!

Honeymoon Banyan Suite near Higgs Beach

Honeymoon Banyan Suite near Higgs Beach
2.0 star property
Beachside
10.0 out of 10, Exceptional, (2)
"The location & accomondations were amazing. Property owner / manager was very responsive to all our questions. Would highly recommend!"
United States
sheila k.
The price is HK$2,799
HK$3,383 total
includes taxes & fees
6 Jan - 7 Jan 2026
Honeymoon Banyan Suite near Higgs Beach

Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
Old Town Key West
9.8 out of 10, Exceptional, (17)
"Very clean, kind people, very helpful. "
United States
Anna
The price is HK$1,352
HK$3,101 total
includes taxes & fees
6 Jan - 7 Jan 2026
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

Heated Pool, Epic Location - Sugar Pie Suite

Heated Pool, Epic Location - Sugar Pie Suite
Key West Historic District
9.2 out of 10, Wonderful, (17)
"Location was terrific. It was clean and well maintained. The pool was surprisingly not hot even with the extreme heat. Would stay again in the future. "
United States
Jeffrey W.
The price is HK$2,502
HK$4,647 total
includes taxes & fees
19 Jan - 20 Jan 2026
Heated Pool, Epic Location - Sugar Pie Suite

The Barbados Balcony Pool View

The Barbados Balcony Pool View
2.0 star property
Key West
The Barbados Balcony Pool View

Welcome Matt's - Truman @ Duval | Ideal One-Bedroom Retreat

Welcome Matt's - Truman @ Duval | Ideal One-Bedroom Retreat
Old Town Key West
9.8 out of 10, Exceptional, (18)
"A great price and the best location had a great stay and will be definitely be booking again ! Management and maintenance were very accommodating and friendly.. So glad to have found this place convenient,clean and great price ."
United States
chad b.
The price is HK$1,850
HK$4,112 total
includes taxes & fees
22 Jan - 23 Jan 2026
Welcome Matt's - Truman @ Duval | Ideal One-Bedroom Retreat

Claude Monet Suite | Cozy Studio with Pool & Patio Access!

Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Old Town Key West
9.4 out of 10, Exceptional, (26)
"Great spot nearby everything, clean inside with a nice pool area. "
United States
Brian S.
The price is HK$1,787
HK$3,578 total
includes taxes & fees
3 Jan - 4 Jan 2026
Claude Monet Suite | Cozy Studio with Pool & Patio Access!

Classic Queen, Pet Friendly - Curry Mansion Inn

Classic Queen, Pet Friendly - Curry Mansion Inn
Key West Historic District
10.0 out of 10, Exceptional, (3)
"Extremely convenient and walking distance to everything. If you like historic properties, you will love it"
United States
Don M.
The price is HK$2,145
HK$3,397 total
includes taxes & fees
12 Jan - 13 Jan 2026
Classic Queen, Pet Friendly - Curry Mansion Inn

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
10.0 out of 10, Exceptional, (117)
"The property was exactly as expected. Host was excellent. Great location and the bikes were great for getting around town. White Street Pizza down the street was amazing too!"
United States
Joanna B.
The price is HK$2,667
HK$4,547 total
includes taxes & fees
26 Jan - 27 Jan 2026
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Yellow Room at the Grand Maloney

Yellow Room at the Grand Maloney
Key West Historic District
9.0 out of 10, Wonderful, (7)
"Stayed in this beautiful house, yellow room. It was a fantastic room, excellent A/C, clean, and access to the upstairs balcony. The location is perfect close to all the best bars and the pier. Will definitely rebook next time we go to Key West!"
United States
Rolando G.
Yellow Room at the Grand Maloney

Deluxe ground-floor studio - pool, courtyard, walk to Duval St shops & beach

Deluxe ground-floor studio - pool, courtyard, walk to Duval St shops & beach
Old Town Key West
9.2 out of 10, Wonderful, (85)
"Enjoyed staying on the property. Very safe and quiet. "
United States
Deb m.
The price is HK$2,184
HK$4,110 total
includes taxes & fees
5 Jan - 6 Jan 2026
Deluxe ground-floor studio - pool, courtyard, walk to Duval St shops & beach

Sunnyside Up - Shared Pool

Sunnyside Up - Shared Pool
Old Town Key West
10.0 out of 10, Exceptional, (8)
"Was amazing the house and very great location "
United States
Miguel T.
The price is HK$3,761
HK$6,968 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sunnyside Up - Shared Pool
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Summerland Key Hotel Reviews

Find out more about Summerland Key

Summerland Key Apartments information

Number of reviews
701
Accommodation
0 Apartments
Lowest Price
HK$2,299
Highest Price
HK$7,856

Frequently asked questions

What's it like to stay at an apartment in Summerland Key?
There are plenty of places to stay in Summerland Key with 617 hotels and other accommodation options. Though there aren't many apartments, we can help you locate accommodation with similar amenities. When you search on Expedia, you can use the filters to search for a kitchen— one of the conveniences often found in an apartment. Even filter by similar property types like condos, holiday homes or cottages.
Why choose an apartment versus a traditional hotel?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families who want the conveniences of home.
What's the best apartment I should consider for a stay in Summerland Key?
Below is a favourite apartment in the area: The Bartlum Luxury Studio In Prime Location: It's located in Key West , 23.6 mi/38 km away.
What can I expect from the weather in 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 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.
What are the must-see places to visit in Summerland Key?
Florida Keys Beaches and Sugarloaf Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Venture Out Keys and Upper Sugarloaf Key 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, FL (EYW-Key West Intl.), which is located 20.9 mi (33.6 km) away from the heart of the city. 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, consider renting a car to explore more sights.

Explore a world of travel with Expedia