Title: Summerland Key Vacation Rentals from $324: 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

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6177802&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6177802&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6177802&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6177802&startDate=2026-06-19&endDate=2026-06-21&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

![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/e1353328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![House | Private kitchen](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/f9199920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Summerland Key

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

$819 nightly

$921 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)

![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)

![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)

![Deluxe Villa, Ocean View | 4 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2304h1532x8y4-86de2f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Summerland Key

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

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

Mar 15 - Mar 16

Total with taxes and fees

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

![Studio, Non Smoking (Tiny House Isla) | Living area | TV, fireplace](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/0c457183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/02360473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/172cfd52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, snorkeling, kayaking](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/2cf41658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Big Pine Key

[](https://www.expedia.com/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information)

8.8/10

Excellent

(160 reviews)

"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "

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

brenda

$305 nightly

$343 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.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)

![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.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)

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

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

9.0/10

Wonderful

(180 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

$355 nightly

$400 total

Mar 8 - Mar 9

Total with taxes and fees

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

![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)

### Aparthotel in Marathon

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

9.0/10

Wonderful

(1,174 reviews)

"Very a nice place clean nice location good price"

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

Pawel

$210 nightly

$234 total

Mar 2 - Mar 3

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 | 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/110000000/109010000/109003300/109003218/736d18c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/7d7ded0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Key West

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

$663 nightly

$746 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)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bee23682.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)

### Cottage in Punta Brisa

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

8.6/10

Excellent

(304 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 26 - Feb 27

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)

![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)

![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)

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

### Vacation Home in Old Town Key West

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

$1,538 nightly

$1,730 total

Mar 3 - Mar 4

Total with taxes and fees

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

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053082/040a66df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053082/7afbb60a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053082/1863c0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053082/e2601464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Coral-Garden-By-Avantstay-Great-Location-W-Balcony-Shared-Pool.h84053082.Hotel-Information)

7.4/10

Good

(3 reviews)

"Excelente "

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Wilfredo

$1,004 nightly

$1,129 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Coral-Garden-By-Avantstay-Great-Location-W-Balcony-Shared-Pool.h84053082.Hotel-Information)

![Apartment | Terrace/patio](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/80aab811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/de6e1142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/34e6477b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/c25eb8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Town Key West

[](https://www.expedia.com/Key-West-Hotels-Poolside-Suite-By-Brightwild-Pvt-Pool-Parking.h109003099.Hotel-Information)

$838 nightly

$943 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Poolside-Suite-By-Brightwild-Pvt-Pool-Parking.h109003099.Hotel-Information)

![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/11b1f8ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/91bf7122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/8b4bb60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/fbd1d06b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Town Key West

[](https://www.expedia.com/Key-West-Hotels-Sea-Breeze-By-Brightwild-Off-Street-Parking.h109003038.Hotel-Information)

$1,109 nightly

$1,248 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Sea-Breeze-By-Brightwild-Off-Street-Parking.h109003038.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/110000000/109010000/109003100/109003027/70a74e19.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)

![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 in Key West Historic District

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

$612 nightly

$689 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/110000000/109010000/109003100/109003060/541e3b20.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)

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

### Apartment in Key West

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

$824 nightly

$926 total

Mar 23 - Mar 24

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003081/fb550577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003081/c8c65aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003081/95e30e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003081/51ec2f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Town Key West

[](https://www.expedia.com/Key-West-Hotels-Sky-Suite-On-Duval-By-Brightwild-Condo-W-Balcony.h109003081.Hotel-Information)

$1,102 nightly

$1,239 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Sky-Suite-On-Duval-By-Brightwild-Condo-W-Balcony.h109003081.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/110000000/109010000/109003100/109003066/0d26fc1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003066/d6f9753c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Key West Historic District

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

$1,939 nightly

$2,181 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/c247b637.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)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/9f9aced1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/ccb0c12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Key West

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

$512 nightly

$576 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)

![Apartment | 3 bedrooms](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003131/c6481da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 3 bedrooms](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003131/973a50c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003131/f7973e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 3 bedrooms](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003131/d7bdd145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Key West

[](https://www.expedia.com/Key-West-Hotels-Resort-View-3BR-Residence.h109003131.Hotel-Information)

$1,188 nightly

$1,336 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Resort-View-3BR-Residence.h109003131.Hotel-Information)

![Apartment | 2 bedrooms](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003138/3f76db72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003138/81d7f208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003138/522eca16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003138/w2994h2000x6y0-61040aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Key West

[](https://www.expedia.com/Key-West-Hotels-Ocean-Front-2BR-Residence.h109003138.Hotel-Information)

$1,034 nightly

$1,163 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Ocean-Front-2BR-Residence.h109003138.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)

### Apartment in Key West Historic District

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

$592 nightly

$666 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 | 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/110000000/109010000/109003100/109003072/5b5a5277.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)

### Vacation Home in Old Town Key West

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

$2,044 nightly

$2,299 total

Mar 23 - Mar 24

Total with taxes and fees

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

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## Find vacation rentals that suit your style

Private vacation homes

[](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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VACATION_HOME)

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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CONDO)

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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APART_HOTEL)

Villas

[](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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VILLA)

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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=COTTAGE)

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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APARTMENT)

Cabins

[](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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CABIN)

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## Top Summerland Key Hotel Reviews

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

### Parmer's Resort

10/10 Excellent

"What a wonderful place to stay. Very beautiful and tranquil. If you are looking for things to do, it is there. Everyone there was extremely helpful and was quick to go out of their way to make sure your stay was enjoyable. "

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

"Very clean and great staff. Perfect location for access to all the islands. Had the corner unit, very large and spacious. Would definitely go back!!!"

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

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

### Sugar Loaf Lodge

10/10 Excellent

"60s sheik and nice place to stay. "

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

"Room was very clean the website list stovetop that didn’t exist and 5 minutes walk to area beaches that is not true there is no beach access on Summerland Keys that I found everything else was great nice relaxing stay "

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

![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)

![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)

![Cottage with Pool  and Boat Dockage just minutes to Key West!](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/2c7b5ad1_y.jpg)

### Cottage with Pool and Boat Dockage just minutes to Key West!

10/10 Excellent

"Wonderful location pleasant vibe. We were there during a cold windy time ( locals said it was unusual weather), so didn't get to enjoy the outside facilities much. Cottage was small but had everything we needed, "

[](https://expedia.com/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information)

![Relax by Florida Keys Beaches, just a 7-min drive away](https://images.trvl-media.com/lodging/35000000/34330000/34324000/34323967/504ad77a_y.jpg)

### Relax by Florida Keys Beaches, just a 7-min drive away

10/10 Excellent

"We enjoyed our stay here. Exactly what we were looking for in our peaceful getaway. The place was exactly as described and we had everything we needed to make ourselves at home. Randall was responsive to our questions and made check-in and check-out seamless."

[](https://expedia.com/Cudjoe-Key-Hotels-Waterfront-Fresh-Cozy-2-Bedroom-35seawall.h34323967.Hotel-Information)

![Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1917h1268x0y0-ddb8f2af_y.jpg)

### Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

10/10 Excellent

"This is a large, comfortable house close to Key West, but far enough away from the hustle and bustle"

[](https://expedia.com/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.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 $324 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

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- All accommodation types in Summerland Key

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- [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

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

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Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app