Big Pine Key Vacation Rentals

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Check prices for these dates

Tonight
Nov 27 - Nov 28
Tomorrow
Nov 28 - Nov 29
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Big Pine Key

2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina

Cottage in Punta Brisa

2.5 star property
8.6 out of 10, Excellent, (273)
"We will definitely stay here again. Perfect spot to relax. Clean Rooms "
United States
Gregory
Old Wooden Bridge Resort and Marina
Smart TV, books
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Vacation Home in Sands

The price is ￥29,535
￥88,746 total
includes taxes & fees
Dec 2 - Dec 3
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Kayaking
Sunshine Key RV Resort & Marina

Mobile Home in Big Pine Key

2.0 star property
8.8 out of 10, Excellent, (158)
"Todo perfect"
Mexico
Rachel
The price is ￥60,149
￥67,668 total
includes taxes & fees
Dec 12 - Dec 13
Sunshine Key RV Resort & Marina
42-inch Smart TV with digital channels, Netflix, Hulu
Yacht Haven Marina

Houseboat in Marathon

3.5 star property
9.8 out of 10, Exceptional, (227)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina
Marina
Skipjack Resort & Marina

Aparthotel in Marathon

3.0 star property
8.6 out of 10, Excellent, (1209)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Canada
Brenda
Skipjack Resort & Marina
Exterior
Tropical Cottages

Cottage in Marathon

3.0 star property
8.6 out of 10, Excellent, (905)
"Beautiful place, conveniently located "
United States
Clifton
The price is ￥13,280
￥14,941 total
includes taxes & fees
Dec 3 - Dec 4
Tropical Cottages
Deluxe Bungalow | Terrace/patio
Cabins at Bonefish Bay

Cabin in Marathon

3.0 star property
9.6 out of 10, Exceptional, (78)
"The staff were very nice. The place was clean. We stayed in aqua 2, the view wasn’t great but by no means bad. Just be prepared for the noseeums, they could ruin your trip!"
United States
Shanna
Cabins at Bonefish Bay
BBQ/picnic area
Aqua Lodge Rentals At Coconut Cay

Houseboat in Marathon

3.5 star property
9.6 out of 10, Exceptional, (193)
"Clean room, spacious, nice and quiet. "
United States
Douglas
Aqua Lodge Rentals At Coconut Cay
Premium bedding, soundproofing, iron/ironing board, free WiFi
Knight's Key Suites

Aparthotel in Marathon

3.0 star property
9.0 out of 10, Wonderful, (1155)
"Room were clean and staff was very helpful "
United States
Leonard
The price is ￥12,811
￥17,771 total
includes taxes & fees
Dec 4 - Dec 5
Knight's Key Suites
Outdoor pool, pool umbrellas, sun loungers
The Hammocks at Marathon

Vacation Home in Marathon

2.5 star property
9.0 out of 10, Wonderful, (111)
"It was my first time staying there but it won’t be my last."
United States
Dennis
The Hammocks at Marathon
A heated pool
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Vacation Home in Marathon

8.8 out of 10, Excellent, (33)
"We loved the pool area. The home was very well appointed. Great location, near the beach and shopping."
United States
Tania K.
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
Sun loungers
TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking

Villa in Marathon

9.4 out of 10, Exceptional, (121)
"Quiet and friendly "
United States
Damon J.
TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
Exterior
Marlin Bay Resort & Marina

Condo resort in Marathon

4.0 star property
Marlin Bay Resort & Marina
Outdoor pool, a heated pool
Private Secluded Ocean View & Pool Near Key West

Vacation Home in Summerland Key

8.2 out of 10, Very Good, (98)
"Thank you so much for the great stay! The ocean view was beautiful! The landscaping with surrounding trees and flowers was lovely! The house was comfortable and had everything that we needed. It was perfect for our family!"
United States
Deidra B.
Private Secluded Ocean View & Pool Near Key West
Miscellaneous
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage in Cudjoe Key

9.0 out of 10, Wonderful, (159)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
Cottage with swimming pool and dockage, just minutes to Key West!
Property grounds
Old Florida Style, wrap around porch, boat basin for dockage, open water

Vacation Home in Little Torch Key

9.6 out of 10, Exceptional, (85)
"The secluded dock is a nice feature. The driveway is tricky to exit. "
United States
drywall c.
The price is ￥70,304
￥137,405 total
includes taxes & fees
Dec 26 - Dec 27
Old Florida Style, wrap around porch, boat basin for dockage, open water
Beach nearby
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in Cudjoe Key

8.6 out of 10, Excellent, (74)
"It was ok for what we needed. Needs some repairs though."
United States
Craig M.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, oven, stovetop
FALL 2025~399/NT~NO HLDY Wk~Fish, Swim, Relax! Pool & Dock – Perfect 4 Families~

Vacation Home in Marathon

10.0 out of 10, Exceptional, (75)
"Being close to sombrero beach was our goal. The house itself was so perfect we barely left. Great stay"
United States
Timothy G.
FALL 2025~399/NT~NO HLDY Wk~Fish, Swim, Relax! Pool & Dock – Perfect 4 Families~
Outdoor pool, a heated pool
Vacation with attitude!

Vacation Home in Marathon

10.0 out of 10, Exceptional, (8)
"This is a nice house and location. I have been coming to the Keys for 20 years, multiple times a year, and this is one of my favorites. "
United States
Nick N.
Vacation with attitude!
Outdoor pool, a heated pool
Outstanding pool and outdoor area 5 minute walk to beach!

Vacation Home in Marathon

10.0 out of 10, Exceptional, (73)
"Loved the location and this home was the perfect place to spend a week with the family!! "
United States
Diana W.
Outstanding pool and outdoor area 5 minute walk to beach!
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

Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

10/10 Excellent
"Everything was great, highly recommended "
Alfredo 3-night trip
Posted 1 day ago
Coconut Cay Resort & Marina

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?

The Hammocks at Marathon: This vacation home rental near Big Pine Key is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities like a microwave and a coffee maker can make your vacation run smoothly. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals are there in Big Pine Key?

With 147 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 Calusa Beach and Florida Keys Beaches 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.