Search Holiday Rentals in Big Pine Key

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
23 Jun - 24 Jun
Tomorrow
24 Jun - 25 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Holiday Rentals in Big Pine Key

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

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (241)
"price - clean and newly renovated boats - nice staff - easy check in/out."
Old Wooden Bridge Resort and Marina
Sunshine Key RV Resort & Marina
Kayaking

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (152)
"I loved staying at Sunshine key"
Sunshine Key RV Resort & Marina
Yacht Haven Marina
42-inch Smart TV with digital channels, Netflix, Hulu

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (161)
"Excellent place, beautiful, super relaxing"
Yacht Haven Marina
Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (818)
"Cute place, convenient location"
The price is 2.874.410 ₫
3.233.711 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Tropical Cottages
Knight's Key Suites
1 bedroom, premium bedding, soundproofing, iron/ironing board

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1124)
"It was reasonable and near where we were going."
The price is 2.457.621 ₫
3.326.477 ₫ total
includes taxes & fees
26 Jun - 27 Jun
Knight's Key Suites
Cabins at Bonefish Bay
Family Cabin | Living area | Flat-screen TV

Cabins at Bonefish Bay

3.0 star property
10.0 out of 10, Exceptional, (47)
"Property and staff were great and would stay there again. The only thing we weren’t fond of was the water pressure in faucets was very low for showering."
Cabins at Bonefish Bay
Aqua Lodges at 47th Street Gulfside
Beach/ocean view

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.4 out of 10, Very good, (40)
"Loved the location! Had such a great time and watched beautiful sunsets every night from the local dock. "
The price is 3.997.808 ₫
8.172.207 ₫ total
includes taxes & fees
26 Jun - 27 Jun
Aqua Lodges at 47th Street Gulfside
Skipjack Resort & Marina
Marina

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1190)
"Staff is very friendly, food was delicious! "
Skipjack Resort & Marina
Aqua Lodge Rentals At Coconut Cay
BBQ/picnic Area

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (170)
"Great property for a quiet few days Loved the aqua lodge"
Aqua Lodge Rentals At Coconut Cay
The Hammocks at Marathon
Outdoor pool, pool umbrellas, pool loungers

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (98)
"We loved the location of the property and we also loved the entertainment/singer provided by lounge."
The Hammocks at Marathon
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Can I find holiday rentals in Big Pine Key?

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

How many holiday rentals are there in Big Pine Key?

With 149 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Big Pine Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Big Pine Key. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.