Title: Summerland Key Vacation Rentals from $413: Search Short-Term Rentals | Expedia.com

[Summerland Key Travel Guide](https://expedia.com/Summerland-Key.dx6177802)[Hotels in Summerland Key](https://expedia.com/Summerland-Key-Hotels.d6177802.Travel-Guide-Hotels)[Flights to Summerland Key](https://expedia.com/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.com/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Car Rentals in Summerland Key](https://expedia.com/Car-Rentals-In-Summerland-Key.d6177802.Car-Rental-Guide)[Summerland Key Vacation Packages](https://expedia.com/Summerland-Key.d6177802.Destination-Travel-Guides)

![Aerial view of road to Key West with turquoise water and small island, Summerland Key, Florida, United States.](https://images.trvl-media.com/place/6177802/f131c6a4-614b-4692-9e06-db0aca0a1329.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6177802/f131c6a4-614b-4692-9e06-db0aca0a1329.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=6177802&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6177802&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6177802&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6177802&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Summerland Key vacation rentals

![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2720h1531x0y0-d54bbbc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2641h1530x1y4-f00b5aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2722h1530x2y6-b30f2be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Ocean View | Garden view](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w1153h1530x0y2-2909ca24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Atlantic View Luxury Villa with Pool

[](https://www.expedia.com/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information)

Summerland Key

10/10

Exceptional

(1 review)

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Preetam

$975 nightly

$1,097 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information)

![House | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/3d9bbd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/1f10acb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/e1353328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/w3000h1968x0y0-d4c36356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Starlight Serenity - Hideaway w Stunning Views

[](https://www.expedia.com/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information)

Summerland Key

$832 nightly

$936 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information)

![Premium bedding, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/f0cbd748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/44936e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 2 Bedrooms, Kitchen | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/a6598801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 2 Bedrooms, Kitchen | Private kitchen | Mini-fridge, coffee/tea maker](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/5b1c7313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Knight's Key Suites

[](https://www.expedia.com/Marathon-Hotels-Captain-Pips-At-Knights-Key-Inn.h13209442.Hotel-Information)

Marathon

9.0/10

Wonderful

(1,173 reviews)

"Very a nice place clean nice location good price"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pawel

$229 nightly

$254 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Captain-Pips-At-Knights-Key-Inn.h13209442.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/0e99b193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/736d18c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/db48b475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/986d0b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Front One Bedroom Residence

[](https://www.expedia.com/Key-West-Hotels-Ocean-Front-One-Bedroom-Residence.h109003218.Hotel-Information)

Key West

$705 nightly

$793 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Ocean-Front-One-Bedroom-Residence.h109003218.Hotel-Information)

![1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/cbb89b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bee23682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Wooden Bridge Resort and Marina

[](https://www.expedia.com/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information)

Punta Brisa

8.6/10

Excellent

(301 reviews)

"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Peter

$358 nightly

$403 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/38c43601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/a98c26c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, Patio, Pool View | Blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/35f44104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, Patio, Pool View | Private kitchen](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/d4816f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contra House Key West

[](https://www.expedia.com/Key-West-Hotels-Contra-House-Key-West.h120752386.Hotel-Information)

Old Town Key West

$1,299 nightly

$1,461 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Contra-House-Key-West.h120752386.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/721053af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/2a7c6e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Cabin | Living area | 40-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua Lodges at Hurricane Hole Marina

[](https://www.expedia.com/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

Stock Island

8.8/10

Excellent

(178 reviews)

"Unique place to stay! We loved the nature and the location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara

$373 nightly

$420 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003047/ca441198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 5 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003047/34d946d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 5 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003047/82331160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 5 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003047/10ad7c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southern Palms by Brightwild Pool Parking

[](https://www.expedia.com/Key-West-Hotels-Southern-Palms-By-Brightwild-Pool-Parking.h109003047.Hotel-Information)

Old Town Key West

$4,598 nightly

$5,173 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Southern-Palms-By-Brightwild-Pool-Parking.h109003047.Hotel-Information)

![Apartment | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003096/48910ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003096/7d0265c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003096/db35d020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003096/0683e402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sky Suites Retreat by Brightwild 2 Stunning Condos

[](https://www.expedia.com/Key-West-Hotels-Sky-Suites-Retreat-By-Brightwild-2-Stunning-Condos.h109003096.Hotel-Information)

Old Town Key West

$2,948 nightly

$3,317 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Sky-Suites-Retreat-By-Brightwild-2-Stunning-Condos.h109003096.Hotel-Information)

![Studio | Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003224/ece70a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003224/47f1f98f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003224/eb61114d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003224/cfaa6b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Rose Petal Petite Suite - Pool Parking

[](https://www.expedia.com/Key-West-Hotels-New-Rose-Petal-Petite-Suite-Pool-Parking.h109003224.Hotel-Information)

Key West Historic District

$555 nightly

$625 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-New-Rose-Petal-Petite-Suite-Pool-Parking.h109003224.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/b85cd3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/ee43d350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 8 bedrooms, Internet](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/93c22143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/a00c4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Luxury Home - Tidelands House

[](https://www.expedia.com/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information)

Raccoon Key

$2,480 nightly

$2,789 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/8ebf6b02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/ec1c0a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/e8ea6ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/35d6816d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Resort View 1BR Suite With Direct Pool Access

[](https://www.expedia.com/Key-West-Hotels-Resort-View-1BR-Suite-With-Direct-Pool-Access.h109003134.Hotel-Information)

Key West

$531 nightly

$597 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Resort-View-1BR-Suite-With-Direct-Pool-Access.h109003134.Hotel-Information)

![House | 8 bedrooms, Internet](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/2a1c9fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/eafa7da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 8 bedrooms, Internet](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/a11dab24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/5ac36685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Fairhaven House at Solaire Lunara Bay

[](https://www.expedia.com/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.Hotel-Information)

Raccoon Key

$2,480 nightly

$2,789 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.Hotel-Information)

![House | 3 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003072/aebb9cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 3 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003072/e2257a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 3 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003072/b219b3b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003072/65d7ba73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Poolside Paradise by Brightwild Heated Pool

[](https://www.expedia.com/Key-West-Hotels-Poolside-Paradise-By-Brightwild-Heated-Pool.h109003072.Hotel-Information)

Old Town Key West

$2,621 nightly

$2,948 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Poolside-Paradise-By-Brightwild-Heated-Pool.h109003072.Hotel-Information)

![Apartment | 1 bedroom, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003033/7bc081f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003033/6419673c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003033/b8620b80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003033/36606f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bartlum Luxury Studio In Prime Location

[](https://www.expedia.com/Key-West-Hotels-The-Bartlum-Luxury-Studio-In-Prime-Location.h109003033.Hotel-Information)

Key West Historic District

$568 nightly

$639 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-The-Bartlum-Luxury-Studio-In-Prime-Location.h109003033.Hotel-Information)

![House | Private kitchen](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993606/71661a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993606/c9f1ccdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993606/af0c8e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 8 bedrooms, Internet](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993606/77169f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Waterfront Home - Sunray House

[](https://www.expedia.com/Key-West-Hotels-New-Waterfront-Home-Sunray-House.h115993606.Hotel-Information)

Raccoon Key

$2,638 nightly

$2,967 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-New-Waterfront-Home-Sunray-House.h115993606.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/w2995h2000x0y0-d27950d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/cef6e802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/2f5242cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/d5af24d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mesa House Uno by Brightwild Perfect Location

[](https://www.expedia.com/Key-West-Hotels-Mesa-House-Uno-By-Brightwild-Perfect-Location.h109003027.Hotel-Information)

Key West Historic District

$587 nightly

$660 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Mesa-House-Uno-By-Brightwild-Perfect-Location.h109003027.Hotel-Information)

![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/9b8ce096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/8a17d933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/541e3b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/0136fdc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tortuga Suite Sparkling Pool Hot Tub

[](https://www.expedia.com/Key-West-Hotels-Tortuga-Suite-Sparkling-Pool-Hot-Tub.h109003060.Hotel-Information)

Key West

$726 nightly

$817 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Tortuga-Suite-Sparkling-Pool-Hot-Tub.h109003060.Hotel-Information)

![Apartment | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003066/02cdea53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003066/31ed1abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003066/0d26fc1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003066/2501990f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Commodore s Cove by Brightwild Epic Location

[](https://www.expedia.com/Key-West-Hotels-Commodore-S-Cove-By-Brightwild-Epic-Location.h109003066.Hotel-Information)

Key West Historic District

$1,651 nightly

$1,857 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Commodore-S-Cove-By-Brightwild-Epic-Location.h109003066.Hotel-Information)

![House | Private kitchen](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993608/c32a90fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Bathroom](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993608/6d68e728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993608/948c235e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993608/f7c3691d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parking Pool Dock - Shellstone House

[](https://www.expedia.com/Key-West-Hotels-Parking-Pool-Dock-Shellstone-House.h115993608.Hotel-Information)

Raccoon Key

$2,511 nightly

$2,825 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Parking-Pool-Dock-Shellstone-House.h115993608.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-02&endDate=2026-03-03&regionId=6177802&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Private vacation homes

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Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Summerland+Key%2C+Florida%2C+United+States+of+America&regionId=6177802&latLong=24.661335%2C-81.444847&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=HOUSE_BOAT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Summerland+Key%2C+Florida%2C+United+States+of+America&regionId=6177802&latLong=24.661335%2C-81.444847&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CONDO)

Villas

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Cottages

[](https://www.expedia.com/Hotel-Search?destination=Summerland+Key%2C+Florida%2C+United+States+of+America&regionId=6177802&latLong=24.661335%2C-81.444847&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Summerland+Key%2C+Florida%2C+United+States+of+America&regionId=6177802&latLong=24.661335%2C-81.444847&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Summerland+Key%2C+Florida%2C+United+States+of+America&regionId=6177802&latLong=24.661335%2C-81.444847&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APARTMENT)

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## Top Summerland Key Hotel Reviews

![Cottage with swimming pool and dockage, just minutes to Key West!](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/49b733bd_y.jpg)

### Cottage with swimming pool and dockage, just minutes to Key West!

10/10 Excellent

"Location was perfect. Oceanfront dock had beautiful sunsets. Oceanfront pool lovely and warm with incredible view. Very friendly vibe and relaxed atmosphere. "

[](https://expedia.com/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information)

![Sugarloaf Key Hotel at KOA Resort](https://images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/3a7e709a_y.jpg)

### Sugarloaf Key Hotel at KOA Resort

10/10 Excellent

"Room and staff are amazing, can't wait to book another stay here."

[](https://expedia.com/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information)

![Parmer's Resort](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg)

### Parmer's Resort

10/10 Excellent

"The staff was very helpful and friendly. The location is great and it has nice amenities, kayaks, breakfast, pool etc. Would definitely recommend it to others."

[](https://expedia.com/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information)

![SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!](https://images.trvl-media.com/lodging/97000000/96270000/96267500/96267436/w902h683x61y0-db678eab_y.jpg)

### SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

10/10 Excellent

"Very quiet. Great host. Had everything we needed for our stay on the lower keys."

[](https://expedia.com/Summerland-Key-Hotels-SEA-SHELL-COTTAGE-UNIT-2.h96267436.Hotel-Information)

![Looe Key Reef Resort](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01_y.jpg)

### Looe Key Reef Resort

10/10 Excellent

"Great place ! Friendly staff "

[](https://expedia.com/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information)

![Sugar Loaf Lodge](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e_y.jpg)

### Sugar Loaf Lodge

10/10 Excellent

"Clean, convenient location. "

[](https://expedia.com/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information)

![Charming cottages, dockage, pool, just minutes to Key West](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/fadc9b44_y.jpg)

### Charming cottages, dockage, pool, just minutes to Key West

10/10 Excellent

"Everything was really nice. Bed was a little firm for my liking but thats just me. Place was great. "

[](https://expedia.com/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information)

![Old Florida Style, wrap around porch, boat basin for dockage, open water](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/60b95cd9_y.jpg)

### Old Florida Style, wrap around porch, boat basin for dockage, open water

10/10 Excellent

"Amazing little spot. We had an octopus show up two nights of the three we were there. I can not wait to stay again. This was PERFECT on every way. I celebrated my 40th"

[](https://expedia.com/Little-Torch-Key-Hotels-Old-Florida-Style.h73238458.Hotel-Information)

![Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/13a191dd_y.jpg)

### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

10/10 Excellent

"Everything was great! "

[](https://expedia.com/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information)

## Find out more about Summerland Key

**Everything you need to know about Summerland Key vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Summerland Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Summerland Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Summerland Key vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Summerland Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Summerland Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $413 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Summerland Key rentals**

At Expedia, we put the best Summerland Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Summerland Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Summerland Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Summerland Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Summerland Key

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- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Summerland Key ](https://expedia.com/Summerland-Key-Private-Vacation-Homes.d6177802-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Summerland Key ](https://expedia.com/Summerland-Key-Cottages.d6177802-aaCottages.Travel-Guide-Accommodation)
- [RV Parks in Summerland Key ](https://expedia.com/Summerland-Key-RV-Parks.d6177802-aaRVParks.Travel-Guide-Accommodation)
- [Villas in Summerland Key ](https://expedia.com/Summerland-Key-Villas.d6177802-aaVillas.Travel-Guide-Accommodation)
- [Resorts in Summerland Key ](https://expedia.com/Summerland-Key-Resorts.d6177802-aaResorts.Travel-Guide-Accommodation)
- [Motels in Summerland Key ](https://expedia.com/Summerland-Key-Motels.d6177802-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Summerland Key ](https://expedia.com/Summerland-Key-Condos.d6177802-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Summerland Key ](https://expedia.com/Summerland-Key-Cabins.d6177802-aaCabins.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Summerland Key?

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### What can I see and do in Summerland Key?

### What are vacation rentals like in Summerland Key?

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General

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