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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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, (374 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 AED 327
AED 885 total
includes taxes & fees
18 Oct - 19 Oct
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 AED 493
AED 1,192 total
includes taxes & fees
30 Oct - 31 Oct
🌴 TROPICAL RETREAT 🌴 RV In The Keys
A modern kitchen with a dishwasher, a dining area with a glass coffee table, and a ceiling fan.

3. 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 AED 757
AED 2,198 total
includes taxes & fees
19 Oct - 20 Oct
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Terrace/patio

4. 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 AED 658
AED 1,400 total
includes taxes & fees
18 Oct - 19 Oct
LARGE LOT & RV Fisherman Camp
An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

5. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,006 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 AED 290
AED 326 total
includes taxes & fees
18 Oct - 19 Oct
Tropical Cottages
A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

6. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,239 reviews)
"Clean, easy check in and check out, nice supplies in the kitchen"
United States
Mengqiao
The price is AED 290
AED 405 total
includes taxes & fees
19 Oct - 20 Oct
Knight's Key Suites
Property grounds

7. 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 AED 217
AED 441 total
includes taxes & fees
18 Oct - 19 Oct
Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

8. 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 AED 459
AED 1,518 total
includes taxes & fees
18 Oct - 19 Oct
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
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, (371 reviews)
"Loved staying in the aqua lodges, such a relaxing place."
United States
Lauren
The price is AED 342
AED 902 total
includes taxes & fees
26 Oct - 27 Oct
Yacht Haven Marina
A beach with palm trees, a sandy path, and beach chairs.

10. 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 AED 306
AED 896 total
includes taxes & fees
18 Oct - 19 Oct
Aqua Lodge Rentals At Coconut Cay
A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.

11. 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 AED 727
AED 1,856 total
includes taxes & fees
18 Oct - 19 Oct
Kelly's Kabin - Adorable Private Summerland Key Cottage
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

12. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.

2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
Cudjoe Key
The price is AED 829
AED 1,982 total
includes taxes & fees
18 Oct - 19 Oct
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.

13. SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.6 out of 10, Exceptional, (98 reviews)
"Great location, wonderful hosts!"
United States
Blue Mountain Footwear F.
The price is AED 547
AED 1,594 total
includes taxes & fees
21 Oct - 22 Oct
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

14. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,294 reviews)
"Great spot"
Canada
Justin
The price is AED 497
AED 708 total
includes taxes & fees
18 Oct - 19 Oct
Skipjack Resort & Marina
Exterior

15. Aqua Lodges at 47th Street Gulfside

Aqua Lodges at 47th Street Gulfside
3.0 star property
Marathon
8.8 out of 10, Excellent, (59 reviews)
"Loved our stay at the aqua lodges 10/10 would do it again"
United States
Lauren
The price is AED 358
AED 919 total
includes taxes & fees
22 Oct - 23 Oct
Aqua Lodges at 47th Street Gulfside
Pool

16. 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 AED 579
AED 1,689 total
includes taxes & fees
2 Nov - 3 Nov
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A playground with various play structures, including a climbing frame and a swing set, surrounded by a fence and palm trees.

17. 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 AED 413
AED 538 total
includes taxes & fees
19 Oct - 20 Oct
Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key West
A beachfront property with a pool, palm trees, and a two-story building.

18. Seabreeze Escape WF RV Lot 489

Seabreeze Escape WF RV Lot 489
Cudjoe Key
8.0 out of 10, Very good, (1 review)
The price is AED 514
AED 957 total
includes taxes & fees
19 Oct - 20 Oct
Seabreeze Escape WF RV Lot 489
Pool

19. 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 AED 636
AED 1,743 total
includes taxes & fees
20 Oct - 21 Oct
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A waterfront property with a covered porch, a boat dock, and a clear sky.

20. SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
"Our family had an amazing time staying here! Our hosts were quick to answer any questions we had and the house was clean and fully stocked with everything you might need. Our favorite part was being able to sit out on the deck by the canal and see all the marine wildlife. We even had a little family of manatees hang out for awhile. Definitely would recommend staying here!"
United States
Mckayla S.
The price is AED 584
AED 1,632 total
includes taxes & fees
19 Oct - 20 Oct
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
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

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"We had a great visit! Amazing property, welcoming and kind staff and comfortable room."
Michelle 2-night trip
Posted 5 hours ago
Isla Bella Beach Resort & Spa

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.