Title: Rockland Key Vacation Rentals from CA $427: Short-Term Rentals for 2026 | Expedia.ca

[Rockland Key Travel Guide](https://expedia.ca/Rockland-Key.dx553248635976197596)[Hotels in Rockland Key](https://expedia.ca/Rockland-Key-Hotels.d553248635976197596.Travel-Guide-Hotels)[Flights to Rockland Key](https://expedia.ca/Cheap-Flights-To-Rockland-Key.d553248635976197596.Travel-Guide-Flights)[Rockland Key Car Rentals](https://expedia.ca/Car-Rentals-In-Rockland-Key.d553248635976197596.Car-Rental-Guide)[Rockland Key Vacation Packages](https://expedia.ca/Rockland-Key.d553248635976197596.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Rockland Key vacation rentals

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

![Apartment](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)

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

### Ocean Front One Bedroom Residence

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

Key West

CA $967

CA $1,212 total

includes taxes & fees

Mar 23 - Mar 24

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

![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)

![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](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2304h1532x8y4-86de2f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Atlantic View Luxury Villa with Pool

[](https://www.expedia.ca/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

CA $767

CA $1,400 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.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/e2601464.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)

### Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

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

Stock Island

7.4/10

Good

(3 reviews)

"Excelente "

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

Wilfredo

CA $735

CA $1,540 total

includes taxes & fees

Mar 6 - Mar 7

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

![Comfort Cabin | Living area](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.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)

![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.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

Stock Island

9.0/10

Wonderful

(181 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

CA $176

CA $427 total

includes taxes & fees

Mar 3 - Mar 4

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

![Exterior](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/666fa05e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contra House Key West

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

Old Town Key West

CA $1,488

CA $2,220 total

includes taxes & fees

Mar 3 - Mar 4

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

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/87c78511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/c6062e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/05b75118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/f7550de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Marina Suite by Brightwild Waterfront

[](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information)

Stock Island

10/10

Exceptional

(3 reviews)

"Nice place "

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

Pawel

CA $688

CA $1,128 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.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)

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

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

### Waterfront Luxury Home - Tidelands House

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

Raccoon Key

CA $2,489

CA $4,212 total

includes taxes & fees

Mar 8 - Mar 9

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

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

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/10b16cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/a11dab24.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)

### The Fairhaven House at Solaire Lunara Bay

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

Raccoon Key

CA $2,740

CA $4,494 total

includes taxes & fees

Mar 3 - Mar 4

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

![Exterior](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/a2623807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/9c641387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/506c248d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/w3000h2208x0y0-ddab4161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palmgale House in Key West

[](https://www.expedia.ca/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information)

Raccoon Key

CA $2,130

CA $3,720 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/d15d3c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/cd2d402f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/105adf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/493aac8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capmar House by Brightwild Huge Home Pool

[](https://www.expedia.ca/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information)

Raccoon Key

10/10

Exceptional

(1 review)

"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"

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

Karen

CA $1,317

CA $2,453 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/2b4d6bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/e6748788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/3a329e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/088984dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Joyrise House at Solaire Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120239522.Hotel-Information)

Raccoon Key

CA $1,544

CA $3,149 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120239522.Hotel-Information)

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

![House](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)

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

### Starlight Serenity - Hideaway w Stunning Views

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

Summerland Key

CA $601

CA $1,162 total

includes taxes & fees

Mar 31 - Apr 1

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

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/9b8ce096.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](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/8a17d933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Tortuga Suite Sparkling Pool Hot Tub

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

Key West

CA $754

CA $1,246 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Key-West-Hotels-Tortuga-Suite-Sparkling-Pool-Hot-Tub.h109003060.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](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/c25eb8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

### Poolside Suite by Brightwild Pvt Pool Parking

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

Old Town Key West

CA $767

CA $1,260 total

includes taxes & fees

Mar 3 - Mar 4

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

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003083/ede871b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003083/6e0e4244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003083/05d138f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003083/a1098e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mirador House by Brightwild Pool Dock

[](https://www.expedia.ca/Key-West-Hotels-Mirador-House-By-Brightwild-Pool-Dock.h109003083.Hotel-Information)

Raccoon Key

CA $1,560

CA $2,963 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Key-West-Hotels-Mirador-House-By-Brightwild-Pool-Dock.h109003083.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003087/83a5799c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003087/50a0d03e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003087/ea34c0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003087/4e116129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Suncoast House by Brightwild Pool Boat Dock

[](https://www.expedia.ca/Key-West-Hotels-Suncoast-House-By-Brightwild-Pool-Boat-Dock.h109003087.Hotel-Information)

Raccoon Key

CA $2,382

CA $3,888 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Key-West-Hotels-Suncoast-House-By-Brightwild-Pool-Boat-Dock.h109003087.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)

![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993606/af0c8e2d.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)

![House](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.ca/Key-West-Hotels-New-Waterfront-Home-Sunray-House.h115993606.Hotel-Information)

Raccoon Key

CA $2,463

CA $4,183 total

includes taxes & fees

Mar 9 - Mar 10

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

![Exterior](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/f42e4485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/208a6937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/4a4c96ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/2a6c0772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Waterfront Home - Dreamside House

[](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117995431.Hotel-Information)

Raccoon Key

CA $2,552

CA $4,283 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117995431.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003214/4fccee84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003214/e2cc27c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003214/bff6435e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003214/3b8a10d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brand New Build Larkshine House - Pool

[](https://www.expedia.ca/Key-West-Hotels-Brand-New-Build-Larkshine-House-Pool.h109003214.Hotel-Information)

Raccoon Key

CA $2,438

CA $4,066 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Key-West-Hotels-Brand-New-Build-Larkshine-House-Pool.h109003214.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003217/b41f142c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003217/6f1bc557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003217/001e0905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003217/d1fab471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brand New Catchlight House With Private Pool

[](https://www.expedia.ca/Key-West-Hotels-Brand-New-Catchlight-House-With-Private-Pool.h109003217.Hotel-Information)

Raccoon Key

CA $1,544

CA $3,061 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Key-West-Hotels-Brand-New-Catchlight-House-With-Private-Pool.h109003217.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

Aparthotels

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Apartments

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Villas

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Condos

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=COTTAGE)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=HOUSE_BOAT)

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## Top Rockland Key Hotel Reviews

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg)

### Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"The room was very clean beautiful our only problem was someone upstairs moving furniture across the floor until midnight??? The front desk staff was wonderful. Norma and Z were the best!"

[](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information)

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg)

### Havana Cabana at Key West 

10/10 Excellent

"Has a very nice resort style feel. Pool area is amazing great lighting and ambient sound. "

[](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg)

### Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"Amazing stay. Clean and cute rooms. Quiet. Awesome pool. Highly recommend. "

[](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information)

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg)

### Beachside Resort & Residences

10/10 Excellent

"Yes the room was spotless and everyone was so helpful. Gabriel in the Town and Tavern is the best server. He made our breakfast a great experience each day. "

[](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4_y.jpg)

### NYAH Key West - Adults Only

10/10 Excellent

"Cool spot "

[](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information)

![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg)

### Ibis Bay Beach Resort

10/10 Excellent

"Reception was friendly, efficient, rooms were clean our second visit to Ibis- Key West"

[](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg)

### Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"All was great staff, room cleanliness. But one thing we were very disappointed in was the fact that one of our beach days we did not have a beach chair!! So disappointing for the price we pay that you don’t have enough beach chairs and we had to sit on the ground. "

[](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg)

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Everything was A+. Room, pool, cafe, staff for all areas. "

[](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg)

### Parrot Key Hotel & Villas

10/10 Excellent

"Everything was exceptional "

[](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

## Find out more about Rockland Key

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Rockland Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

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- [Vacation Homes in Rockland Key ](https://expedia.ca/Rockland-Key-Private-Vacation-Homes.d553248635976197596-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Rockland Key ](https://expedia.ca/Rockland-Key-Condos.d553248635976197596-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Rockland Key ](https://expedia.ca/Rockland-Key-Apartments.d553248635976197596-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Rockland Key ](https://expedia.ca/Rockland-Key-Cottages.d553248635976197596-aaCottages.Travel-Guide-Accommodation)
- [Guest Houses in Rockland Key ](https://expedia.ca/Rockland-Key-Guest-Houses.d553248635976197596-aaGuestHouses.Travel-Guide-Accommodation)
- [Houseboats in Rockland Key ](https://expedia.ca/Rockland-Key-Houseboats.d553248635976197596-aaHouseboats.Travel-Guide-Accommodation)
- [Resorts in Rockland Key ](https://expedia.ca/Rockland-Key-Resort-Hotels.d553248635976197596-aaResortHotels.Travel-Guide-Accommodation)
- [Villas in Rockland Key ](https://expedia.ca/Rockland-Key-Villas.d553248635976197596-aaVillas.Travel-Guide-Accommodation)
- [B&B in Rockland Key ](https://expedia.ca/Rockland-Key-Bed-And-Breakfast.d553248635976197596-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Aparthotels in Rockland Key ](https://expedia.ca/Rockland-Key-Apart-Hotels.d553248635976197596-aaApartHotels.Travel-Guide-Accommodation)
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Flights

- [Flights to JAX](https://expedia.ca/Cheap-Flights-To-Southeast-Jacksonville.d6062932.Travel-Guide-Flights)
- [Cheap Tickets from Raccoon Key](https://expedia.ca/lp/flights/180164/flights-from-raccoon-key)

Cars

- [Right Cars Car Rentals In Northeast Orlando](https://expedia.ca/Right-Cars-Car-Rentals-In-Northeast-Orlando.d553248635976480125-c1070.Car-Rental-Guide-Suppliers)

Activities

- [Things to do in Boca Chica Key](https://expedia.ca/Things-To-Do-In-Boca-Chica-Key.d553248635083916609.Travel-Guide-Activities)
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Packages

- [Duval Street](https://expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
- [South Beach](https://expedia.ca/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction)
- [Smathers Beach](https://expedia.ca/Smathers-Beach-Beachside.d6069255.Vacation-Attraction)
- [Mallory Square](https://expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction)
- [Florida Keys Eco - Discovery Center](https://expedia.ca/Florida-Keys-Eco-Discovery-Center-Old-Town-Key-West.d6069247.Vacation-Attraction)
- [Southernmost Point](https://expedia.ca/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction)
- [Raccoon Key Vacation Packages](https://expedia.ca/Raccoon-Key.d180164.Destination-Travel-Guides)

Vacation Rentals

- [Vacation Rental Gasparilla Island](https://expedia.ca/Gasparilla-Island-Vacation-Rentals.d6128516.Travel-Guide-VacationRentals)

General

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