Title: Big Pine Key Vacation Home Rentals from CA $681: Search Top Private Vacation Homes for Rent | Expedia.ca

[Big Pine Key Travel Guide](https://expedia.ca/Big-Pine-Key.dx7195)[Hotels in Big Pine Key](https://expedia.ca/Big-Pine-Key-Hotels.d7195.Travel-Guide-Hotels)[Vacation Rentals in Big Pine Key](https://expedia.ca/Big-Pine-Key-Vacation-Rentals.d7195.Travel-Guide-VacationRentals)[Flights to Big Pine Key](https://expedia.ca/Cheap-Flights-To-Big-Pine-Key.d7195.Travel-Guide-Flights)[Things to do in Big Pine Key](https://expedia.ca/Things-To-Do-In-Big-Pine-Key.d7195.Travel-Guide-Activities)[Big Pine Key Car Rentals](https://expedia.ca/Car-Rentals-In-Big-Pine-Key.d7195.Car-Rental-Guide)[Big Pine Key Vacation Packages](https://expedia.ca/Big-Pine-Key.d7195.Destination-Travel-Guides)

![Bahia Honda State Park showing general coastal views, a bridge and a beach](https://images.trvl-media.com/place/7195/5947ed8f-07bf-40de-9b8f-70a7b9a8077a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/7195/5947ed8f-07bf-40de-9b8f-70a7b9a8077a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=7195&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=7195&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=7195&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=7195&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Big Pine Key vacation homes

![Interior](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/810dd5f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/2880840b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/ee591fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/0999e99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom house in Big Pine Key near Beach and Key West

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Charming-3-Bedroom-House-In-Big-Pine-Key-Near-Beach-And-Key-West.h116666823.Hotel-Information)

Sands

8.8/10

Excellent

(3 reviews)

"Great property, surrounded by key deer and wild roosters. "

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

Scott B.

CA $476

CA $1,051 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Charming-3-Bedroom-House-In-Big-Pine-Key-Near-Beach-And-Key-West.h116666823.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/60000000/59910000/59900400/59900375/de336606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59910000/59900400/59900375/e7d67cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/60000000/59910000/59900400/59900375/d236b1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/60000000/59910000/59900400/59900375/bd6ef4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec

[](https://www.expedia.ca/Marathon-Hotels-Tropical-Paradise-At-1-Rated-Resort-In-Marathon-Coral-Lagoon-With-Boat-Slip.h59900375.Hotel-Information)

Coral Lagoon

10/10

Exceptional

(272 reviews)

"Excellent stay for a family."

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

Sandra P.

CA $678

CA $1,293 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Marathon-Hotels-Tropical-Paradise-At-1-Rated-Resort-In-Marathon-Coral-Lagoon-With-Boat-Slip.h59900375.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/w1290h872x0y712-d904f2f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/w1290h872x0y712-484c36e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/w1290h867x0y717-942cdc6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/w1290h863x0y712-1fe919da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house in Marathon with pool

[](https://www.expedia.ca/Marathon-Hotels-Charming-2-Bedroom-House-In-Marathon-With-Pool.h120190116.Hotel-Information)

Marathon

8.0/10

Very good

(2 reviews)

"Great Home & Location & Enjoyable Stay! Thanks!"

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

James J.

CA $489

CA $1,142 total

includes taxes & fees

Mar 19 - Mar 20

[](https://www.expedia.ca/Marathon-Hotels-Charming-2-Bedroom-House-In-Marathon-With-Pool.h120190116.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/8bf693c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/627e8283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/35103395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/09f11ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

[](https://www.expedia.ca/Summerland-Key-Hotels-Planktons-Palace-Cozy-2BR-Getaway-In-Oceanfront-Resort-Community-With-Patio-Island-Vibes.h116667062.Hotel-Information)

Cudjoe Key

CA $288

CA $843 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Summerland-Key-Hotels-Planktons-Palace-Cozy-2BR-Getaway-In-Oceanfront-Resort-Community-With-Patio-Island-Vibes.h116667062.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/d56a9a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/9c267ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![LED TV, DVD player, table tennis, books](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/787fb31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/d57de0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information)

Cudjoe Key

9.4/10

Exceptional

(104 reviews)

"Janet was great; quick to respond and very kind. Also the kayaks were fun and the beds were super comfy. "

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

Lauren D.

CA $271

CA $681 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/78d41425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/359e6f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/611ec5f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/03f59755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kelly's Kabin - Adorable Private Summerland Key Cottage

[](https://www.expedia.ca/Summerland-Key-Hotels-Kellys-Kabin-Adorable-Private-Summerland-Key-Cottage.h84046253.Hotel-Information)

Summerland Key

9.8/10

Exceptional

(123 reviews)

"Great location and Host was very helpful and responsive."

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

Dennis G.

CA $338

CA $783 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Summerland-Key-Hotels-Kellys-Kabin-Adorable-Private-Summerland-Key-Cottage.h84046253.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/08f26cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/75d37db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/a9f31955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/5fa1ecc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

[](https://www.expedia.ca/Summerland-Key-Hotels-Updated-2BR2BA-Venture-Out-Home-W-Pool-Access.h120816897.Hotel-Information)

Cudjoe Key

CA $342

CA $917 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Summerland-Key-Hotels-Updated-2BR2BA-Venture-Out-Home-W-Pool-Access.h120816897.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/a01f4162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/w2500h1666x0y1-8de3e595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/e29d300c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/67b94030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information)

Cudjoe Key

9.2/10

Wonderful

(7 reviews)

"Close to Key West. Would stay there again!!"

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

elisa b.

CA $273

CA $825 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408135/9627a6b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408135/4384cc83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408135/cd375bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408135/eff8416f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fun in the Sun in Cudjoe Key! #51

[](https://www.expedia.ca/Summerland-Key-Hotels-Fun-In-The-Sun-In-Cudjoe-Key-51.h106408135.Hotel-Information)

Cudjoe Key

8.6/10

Excellent

(9 reviews)

"This was a beautiful"

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

Debbie A.

CA $314

CA $935 total

includes taxes & fees

Mar 19 - Mar 20

[](https://www.expedia.ca/Summerland-Key-Hotels-Fun-In-The-Sun-In-Cudjoe-Key-51.h106408135.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/37ba1c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/00d34243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/4a876812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/a6150bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spanish Queen @Venture Out, Cudjoe Key

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Spanish-Queen-Venture-Out.h90010009.Hotel-Information)

Cudjoe Key

9.4/10

Exceptional

(19 reviews)

"This is our third time staying here. It is a great property and works perfectly for a three-person family."

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

Kimberly G.

CA $477

CA $934 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Spanish-Queen-Venture-Out.h90010009.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/4c3dc49f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/a935335c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/c8d44015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/20d90f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-2BR2BA-35-Seawall-For-32-Boat-Beautiful-Sunrises-On-Cudjoe-Key.h120862073.Hotel-Information)

Cudjoe Key

10/10

Exceptional

(1 review)

"Very clean! Good location. "

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

January M.

CA $465

CA $1,075 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-2BR2BA-35-Seawall-For-32-Boat-Beautiful-Sunrises-On-Cudjoe-Key.h120862073.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/6e3c9448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/w1284h2247x0y0-fe8bc1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/w1282h837x1y0-05f17a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/w1282h819x1y0-b2147544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanview-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h70541336.Hotel-Information)

Cudjoe Key

7.6/10

Good

(13 reviews)

"Good experience. The property is well place and the Venture is really nice and quiet."

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

Primeau J.

CA $356

CA $728 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanview-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h70541336.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/6bfc69e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/5f412538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/7f597dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/1020b125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SAVE BIG $$FEBRUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Ocean-Paradise-AT-Venture-OUT-4-Bikes-2-2-Person-Kayaks.h44556643.Hotel-Information)

Cudjoe Key

9.8/10

Exceptional

(83 reviews)

"The place is clean and convenient for anyone wanting to spend time on the water in the keys"

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

Ubaldo G.

CA $533

CA $1,014 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Ocean-Paradise-AT-Venture-OUT-4-Bikes-2-2-Person-Kayaks.h44556643.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/c3050189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/6fdc38c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/30086228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/dc4f2745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cudjoe Cottages, swimming pool, just 20 miles from Key West

[](https://www.expedia.ca/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.Hotel-Information)

Cudjoe Key

8.8/10

Excellent

(151 reviews)

"Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location. "

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

bryan c.

CA $511

CA $994 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/124000000/123230000/123228800/123228788/64bb49ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123230000/123228800/123228788/29c04407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/124000000/123230000/123228800/123228788/84ed301b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123230000/123228800/123228788/2fb28220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy Interiors

[](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-Getaway-With-23-Seawall.h123228788.Hotel-Information)

Cudjoe Key

CA $358

CA $939 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-Getaway-With-23-Seawall.h123228788.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/7303809e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/2b45d993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/22d297cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/bea2cf35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island Time #110 Ocean Views - Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Island-Time-110-Ocean-Views-Cudjoe-Key.h108496393.Hotel-Information)

Cudjoe Key

9.4/10

Exceptional

(12 reviews)

"Great property! Very well maintained and an excellent location. We had a great time! We have stayed here before and definitely will again! Thank You!"

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

Matthew M.

CA $455

CA $1,062 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Summerland-Key-Hotels-Island-Time-110-Ocean-Views-Cudjoe-Key.h108496393.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/beabdb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/w2500h1666x0y1-6df08e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/27011986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/55a25975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

[](https://www.expedia.ca/Summerland-Key-Hotels-Relax-At-Keys-Time-2BR-Waterfront-Rental-W-Kayaks.h89084949.Hotel-Information)

Cudjoe Key

9.2/10

Wonderful

(29 reviews)

"Close to Key West and lots of great boating"

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

Simon S.

CA $465

CA $1,075 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Summerland-Key-Hotels-Relax-At-Keys-Time-2BR-Waterfront-Rental-W-Kayaks.h89084949.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b25eb073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/df6d7013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/e93bd5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/3835dc3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Just 20 miles from Key West! Oceanfront, dockage, swimming pool

[](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information)

Cutthroat Harbor Estates

8.4/10

Very good

(123 reviews)

"Great experience "

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

Peyton S.

CA $477

CA $952 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/3e905f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/6ea5f149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/1e949ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/23ac2d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Reel Island Retreat #273 at Venture Out in the Florida Keys

[](https://www.expedia.ca/Summerland-Key-Hotels-Reel-Island-Retreat-273-At-Venture-Out-In-The-Florida-Keys.h109794896.Hotel-Information)

Cudjoe Key

9.4/10

Exceptional

(8 reviews)

"We really enjoyed our stay here. We really loved sitting on the back porch by the water and the closeness to the community pool and courts. "

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

Lindsay C.

CA $431

CA $1,018 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Summerland-Key-Hotels-Reel-Island-Retreat-273-At-Venture-Out-In-The-Florida-Keys.h109794896.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310572/e279f33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310572/ef9badd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310572/22d4a29e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310572/3a4f3a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

[](https://www.expedia.ca/Summerland-Key-Hotels-Florida-Keys-Canal-Front-2BR2BA-W-35-Seawall.h121310572.Hotel-Information)

Cudjoe Key

CA $422

CA $1,019 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Summerland-Key-Hotels-Florida-Keys-Canal-Front-2BR2BA-W-35-Seawall.h121310572.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.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America&regionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America&regionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=COTTAGE)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America&regionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=HOUSE_BOAT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America&regionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CABIN)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America&regionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APART_HOTEL)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America&regionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America&regionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CONDO)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America&regionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APARTMENT)

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## Top Big Pine Key Hotel Reviews

![Kingsail Resort](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/96bf2fd2_y.jpg)

### Kingsail Resort

10/10 Excellent

"Good value. Very clean."

[](https://expedia.ca/Marathon-Hotels-Kingsail-Resort.h1775568.Hotel-Information)

![Coconut Cay Resort & Marina](https://images.trvl-media.com/lodging/2000000/1190000/1181000/1180935/9fe9bbb4_y.jpg)

### Coconut Cay Resort & Marina

10/10 Excellent

"Good "

[](https://expedia.ca/Marathon-Hotels-Coconut-Cay-Resort-Marina.h1180935.Hotel-Information)

![Captain Pips Marina & Hideaway](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/8ef9dce3_y.jpg)

### Captain Pips Marina & Hideaway

10/10 Excellent

"Nice facilities but the best thing is that they fixed the pool it's warm again!!!!"

[](https://expedia.ca/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information)

![Isla Bella Beach Resort & Spa](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/f4f56036_y.jpg)

### Isla Bella Beach Resort & Spa

10/10 Excellent

"Very nice property, comfortable and easy"

[](https://expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information)

![Yacht Haven Marina](https://images.trvl-media.com/lodging/100000000/99530000/99522500/99522454/8c48dd9f_y.jpg)

### Yacht Haven Marina

10/10 Excellent

"Staff was helpful and amazing at making our stay wonderful. Our little houseboat was so much fun. We loved sitting on the back outdoor patio and watching the manatees. So close to sombrero beach and all the things! Would be awesome for a small family or a couple"

[](https://expedia.ca/Marathon-Hotels-Yacht-Haven-Marina.h99522454.Hotel-Information)

![Rainbow Bend Resort](https://images.trvl-media.com/lodging/4000000/3870000/3864000/3863945/60a631db_y.jpg)

### Rainbow Bend Resort

10/10 Excellent

"Great location to see the sunrise! Also enjoyed the complimentary breakfast and the view from the restaurant."

[](https://expedia.ca/Marathon-Hotels-Rainbow-Bend-Resort.h3863945.Hotel-Information)

![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/2efaf74f_y.jpg)

### Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent

"Beautiful property. Gorgeous pools. Nice private beach. Clean rooms. Excellent staff. Great yoga class on Thursday and Sunday mornings."

[](https://expedia.ca/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information)

![Old Wooden Bridge Resort and Marina](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431_y.jpg)

### Old Wooden Bridge Resort and Marina

10/10 Excellent

"Awesome place! Definitely recommend "

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

![Glunz Ocean Beach Hotel & Resort](https://images.trvl-media.com/lodging/3000000/2870000/2869800/2869762/d71b6752_y.jpg)

### Glunz Ocean Beach Hotel & Resort

10/10 Excellent

"Everything was perfect!!!"

[](https://expedia.ca/Key-Colony-Beach-Hotels-Glunz-Ocean-Beach-Hotel-Resort.h2869762.Hotel-Information)

## Find out more about Big Pine Key

## Big Pine Key Vacation Homes information

| Number of reviews | 451                 |
| ----------------- | ------------------- |
| Accommodation     | 1760 Vacation Homes |
| Lowest Price      | CA $681             |
| Highest Price     | CA $1,293           |

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- [Visit Doctor's Arm ](https://www.expedia.ca/Big-Pine-Key-Doctors-Arm.dx553248635976472396)
- [Big Pine Key Flea Market ](https://www.expedia.ca/Big-Pine-Key-Flea-Market-Big-Pine-Key.d553248621533115810.Vacation-Attraction)
- [Visit Little Torch Key ](https://www.expedia.ca/Little-Torch-Key.dx177498)
- [National Key Deer Refuge Visitor Center ](https://www.expedia.ca/National-Key-Deer-Refuge-Visitor-Center-Big-Pine-Key.d553248635974766232.Vacation-Attraction)
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- [Book Vacation Homes in Big Pine Key on Expedia.com ](https://www.expedia.com/Big-Pine-Key-Private-Vacation-Homes.d7195-aaPrivateVacationHomes.Travel-Guide-Accommodation)