A calm river with boats, lush greenery, and a clear blue sky.

Big Pine Key Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Big Pine Key vacation rentals

A cozy room with a brown leather sofa, a white table, and a ceiling fan.

1. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (377 reviews)
"Best stop over before going to Key west. We enjoyed here a lot, parking our trailer was never a problem."
United States
Daisybel
The price is ￥13,977
￥37,784 total
includes taxes & fees
Oct 27 - Oct 28
Old Wooden Bridge Resort and Marina
A compact RV interior with a kitchenette, seating area, and a view of the outdoors.

2. 🌴 TROPICAL RETREAT 🌴 RV In The Keys

🌴 TROPICAL RETREAT 🌴 RV In The Keys
Big Pine Key
8.6 out of 10, Excellent, (11 reviews)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
United States
DeeBrett
The price is ￥21,036
￥50,904 total
includes taxes & fees
Oct 30 - Oct 31
🌴 TROPICAL RETREAT 🌴 RV In The Keys
Terrace/patio

3. LARGE LOT & RV Fisherman Camp

LARGE LOT & RV Fisherman Camp
Big Pine Key
6.4 out of 10, (6 reviews)
"Property was as described, very comfortable and close to family on Summerland Key. Deer walking through the park was a nice perk"
United States
Pauline A.
The price is ￥28,095
￥59,786 total
includes taxes & fees
Oct 27 - Oct 28
LARGE LOT & RV Fisherman Camp
A modern kitchen with a dishwasher, a dining area with a glass coffee table, and a ceiling fan.

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

Charming 3-bedroom house in Big Pine Key near Beach and Key West
Sands
8.0 out of 10, Very good, (17 reviews)
"This place was perfect for our family. Just the right distance between Marathon and Key West. Would definitely recommend it to anyone looking for a place to stay"
United States
Robert C.
The price is ￥33,884
￥95,162 total
includes taxes & fees
Oct 27 - Oct 28
Charming 3-bedroom house in Big Pine Key near Beach and Key West
A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

5. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,243 reviews)
"We had the pool view..Excellent!"
United States
Brandy
The price is ￥11,582
￥16,403 total
includes taxes & fees
Oct 29 - Oct 30
Knight's Key Suites
Property grounds

6. Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor

Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor
Cudjoe Key
The price is ￥9,255
￥18,844 total
includes taxes & fees
Oct 27 - Oct 28
Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor
An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

7. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,011 reviews)
"Cute little cottage perfect for couples had an amazing stay and will definitely be back to tropical cottages again"
United States
Aaron
The price is ￥13,961
￥15,707 total
includes taxes & fees
Oct 27 - Oct 28
Tropical Cottages
A beach with palm trees, a sandy path, and beach chairs.

8. Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (237 reviews)
"Never stayed in a houseboat before. It was a novel experience!"
United States
Susan
The price is ￥13,087
￥38,255 total
includes taxes & fees
Oct 27 - Oct 28
Aqua Lodge Rentals At Coconut Cay
A marina with several docked boats and a row of small, white cabins with blue roofs.

9. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (374 reviews)
"Loved staying in the aqua lodges, such a relaxing place."
United States
Lauren
The price is ￥16,801
￥40,962 total
includes taxes & fees
Oct 27 - Oct 28
Yacht Haven Marina
A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

10. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,295 reviews)
"Great spot"
Canada
Justin
The price is ￥21,951
￥31,048 total
includes taxes & fees
Oct 27 - Oct 28
Skipjack Resort & Marina
Exterior

11. Aqua Lodges at 47th Street Gulfside

Aqua Lodges at 47th Street Gulfside
3.0 star property
Marathon
8.8 out of 10, Excellent, (60 reviews)
"Loved our stay at the aqua lodges 10/10 would do it again"
United States
Lauren
The price is ￥14,617
￥38,505 total
includes taxes & fees
Oct 29 - Oct 30
Aqua Lodges at 47th Street Gulfside
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

12. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
"This property was meticulously clean and perfect for us. The property was decorated well-very home-like feel. The communication with the host was prompt and they answered all questions asked. In addition, we loved that we could bring our fur-babies (dogs) to the property with us. We highly recommend this property!"
United States
Elena S.
The price is ￥17,640
￥62,455 total
includes taxes & fees
Oct 27 - Oct 28
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Pool

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

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
"Excellent location - clean, quiet, well-kept community. Boat launch was key for us. Pool and beach looked very nice, but we didn't use. The unit is as described and has a nice patio out back that we used every day."
United States
Cheryl V.
The price is ￥22,236
￥68,254 total
includes taxes & fees
Nov 2 - Nov 3
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.

14. Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (129 reviews)
"Great location and Host was very helpful and responsive."
United States
Dennis G.
The price is ￥31,060
￥79,279 total
includes taxes & fees
Oct 28 - Oct 29
Kelly's Kabin - Adorable Private Summerland Key Cottage
A poolside area with a wooden pergola, lounge chairs, and potted plants.

15. Canal Front Retreat with Pool + Free Breakfast

Canal Front Retreat with Pool + Free Breakfast
Marathon
9.8 out of 10, Exceptional, (29 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
The price is ￥16,773
￥57,834 total
includes taxes & fees
Oct 27 - Oct 28
Canal Front Retreat with Pool + Free Breakfast
A resort with a swimming pool, lounge chairs, and a view of the ocean.

16. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (147 reviews)
"It is an excellent place."
United States
Arianna
The price is ￥29,201
￥37,264 total
includes taxes & fees
Nov 15 - Nov 16
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Pool

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

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
8.6 out of 10, Excellent, (4 reviews)
" Great 2 bedroom home in a lovely vacation community . We enjoyed the 2 recliners to relax after a full day of exploring as well as in the morning with our coffee. The screened in patio was a nice perk as well . At check in , a calendar of events was provided and the staff were friendly and helpful. FYI : We enjoyed a gorgeous sunrise right by the beach near the pool ."
United States
jim b.
The price is ￥27,178
￥74,440 total
includes taxes & fees
Nov 11 - Nov 12
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A swimming pool with palm trees and a view of the sea.

18. Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key West

Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key West
Cudjoe Key
The price is ￥17,648
￥22,993 total
includes taxes & fees
Oct 27 - Oct 28
Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key West
Pool

19. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Cudjoe Key
8.8 out of 10, Excellent, (11 reviews)
"We loved our stayed and booked again for next year. Its in our price range, plenty of space and we were all so comfortable. Its our favorite house we have rented in the area and hope to be able to continue to enjoy it years to come. "
United States
Alisa M.
The price is ￥29,648
￥77,534 total
includes taxes & fees
Oct 28 - Oct 29
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
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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Top Big Pine Key Hotel Reviews

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"I cannot say enough good things about this location. What an amazing experience. I’m so grateful for everything! Room was spacious, comfortable, and the property is spectacular. Can’t wait to visit again."
John and Elizabeth 1-night trip
Posted 5 hours ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Find out more about Big Pine Key

Search for holiday rentals in Big Pine Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Big Pine Key using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Big Pine Key?

Yes, there are vacation rentals in Big Pine Key close to Blue Hole, or you can go with a more secluded option if you're looking for a relaxing stay. Big Pine Key is known for its beaches.

What are some of the best vacation rentals that Big Pine Key has to offer?

Sugarloaf Key RV Resort & Cottages: This vacation home near Big Pine Key is located near a metro station and offers an outdoor pool, air-conditioning, and free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Our travelers also rate Charming 3-bedroom house in Big Pine Key near Beach and Key West as a favorite home for rent in Big Pine Key.

How many vacation rentals are there in Big Pine Key?

With 148 Expedia vacation rentals, you're sure to find just the right place for your Big Pine Key stay.

What can I see and do in Big Pine Key?

Family-friendly attractions include Blue Hole and Big Munson Island, whereas Florida Keys Beaches and Calusa Beach are a couple of great spots to enjoy the outdoors. Other places in town to visit include Bahia Honda State Park and Big Pine Key Flea Market.

What are vacation rentals like in Big Pine Key?

Vacation rentals are privately owned properties you can stay in for several days or more in Big Pine Key. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family trips.