Big Pine Key Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Big Pine Key vacation rentals

1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (344 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is ￥19,073
￥43,958 total
includes taxes & fees
Jun 16 - Jun 17
Old Wooden Bridge Resort and Marina
Interior

🌴 TROPICAL RETREAT 🌴 RV In The Keys

🌴 TROPICAL RETREAT 🌴 RV In The Keys
Big Pine Key
9.2 out of 10, Wonderful, (7 reviews)
"Had a great time. The owner was very communicative through the whole process. Camper had everything thing we could have needed. We really enjoyed our stay and if we ever decide to go to the keys again, we will definitely book with Heather and her camper. "
United States
Lorie W.
The price is ￥21,443
￥51,888 total
includes taxes & fees
Jun 13 - Jun 14
🌴 TROPICAL RETREAT 🌴 RV In The Keys
Interior

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
8.4 out of 10, Very Good, (12 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 ￥32,978
￥93,166 total
includes taxes & fees
Jun 11 - Jun 12
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Property grounds

Star Room Barnacle Resort

Star Room Barnacle Resort
Long Beach Estates
8.8 out of 10, Excellent, (5 reviews)
"We loved the location - quiet and secluded - away from everything but not so far away that you felt isolated. All very clean and amenities were as described."
United Kingdom
Robert
The price is ￥31,842
￥47,664 total
includes taxes & fees
Jun 9 - Jun 10
Star Room Barnacle Resort
Interior

Beach View Room Dormitory Room Barnacle Resort

Beach View Room Dormitory Room Barnacle Resort
Long Beach Estates
The price is ￥47,843
￥71,505 total
includes taxes & fees
Jun 11 - Jun 12
Beach View Room Dormitory Room Barnacle Resort
Interior

Treehouse Private Village Barnacle Resort

Treehouse Private Village Barnacle Resort
Long Beach Estates
8.6 out of 10, Excellent, (4 reviews)
"Communication from host is great. They left a bottle of wine and snacks for us to enjoy the beautiful sunsets. This place is so peaceful and clean. I would stay at this place again."
United States
Tina S.
The price is ￥64,324
￥93,164 total
includes taxes & fees
Jun 16 - Jun 17
Treehouse Private Village Barnacle Resort
1 bedroom, WiFi, bed sheets

Ocean View Suite Barnacle Resort

Ocean View Suite Barnacle Resort
Long Beach Estates
The price is ￥55,043
￥79,819 total
includes taxes & fees
Jun 9 - Jun 10
Ocean View Suite Barnacle Resort
BBQ/picnic area

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (224 reviews)
"This was an amazing experience and would stay in a houseboat again! It was so clean, quaint and cozy. The deck off the back was beautiful and we can’t wait to return!!"
United States
Stephanie
The price is ￥27,745
￥56,836 total
includes taxes & fees
Jun 28 - Jun 29
Aqua Lodge Rentals At Coconut Cay
Exterior

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 ￥27,183
￥48,010 total
includes taxes & fees
Jun 6 - Jun 7
Seabreeze Escape WF RV Lot 489
Beach

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
The price is ￥18,468
￥78,822 total
includes taxes & fees
Jun 29 - Jun 30
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Premium bedding, soundproofing, iron/ironing board, free WiFi

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,199 reviews)
"Good value for money. Would definitely stay again "
Canada
Raghavan
The price is ￥14,588
￥19,849 total
includes taxes & fees
Jun 10 - Jun 11
Knight's Key Suites
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (977 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
The price is ￥19,188
￥21,587 total
includes taxes & fees
Jun 11 - Jun 12
Tropical Cottages
Outdoor pool, sun loungers

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,268 reviews)
"I love the staff, really helping me when we need The place is excellent location, the bungalow was in pristine condition, and the area outside was wonderful"
United States
Ysabel
The price is ￥25,201
￥34,827 total
includes taxes & fees
Jun 8 - Jun 9
Skipjack Resort & Marina
Outdoor dining

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (170 reviews)
"Great place "
United States
David
The price is ￥28,782
￥56,765 total
includes taxes & fees
Jun 10 - Jun 11
Cottage with Pool and Dockage, just minutes to Key West
Interior

Marina View Escape with Pool, Tiki Bar & Marina

Marina View Escape with Pool, Tiki Bar & Marina
Marathon
10.0 out of 10, Exceptional, (2 reviews)
"The condo was beautifully decorated and furnished as well as being exceptionally clean."
United States
Rose P.
The price is ￥30,221
￥68,567 total
includes taxes & fees
Jun 8 - Jun 9
Marina View Escape with Pool, Tiki Bar & Marina
Property grounds

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
"All was excellent "
United States
Bryan M.
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Terrace/patio

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Marathon
9.6 out of 10, Exceptional, (9 reviews)
"Great"
United States
John M.
The price is ￥25,346
￥61,916 total
includes taxes & fees
Jun 17 - Jun 18
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
A heated pool

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 ￥28,542
￥92,395 total
includes taxes & fees
Jun 10 - Jun 11
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Smart TV, table tennis

Brand New Marina Suite with Pool + Free Breakfast

Brand New Marina Suite with Pool + Free Breakfast
Marathon
10.0 out of 10, Exceptional, (1 review)
"Very clean and convenient to shops and restaurants "
United States
JOHN
The price is ￥28,321
￥66,895 total
includes taxes & fees
Jun 6 - Jun 7
Brand New Marina Suite with Pool + Free Breakfast
Outdoor pool, a heated pool

Canal Front Luxury Condo with Pool + Breakfast

Canal Front Luxury Condo with Pool + Breakfast
Marathon
9.8 out of 10, Exceptional, (27 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
The price is ￥25,731
￥69,245 total
includes taxes & fees
Jun 10 - Jun 11
Canal Front Luxury Condo with Pool + Breakfast
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
"First time staying at a resort in the Florida Keys. The whole experience was excellent giving May end sees less tourists and resort feels “private” to some extent. It’s definitely expensive given the resort fees and parking fees per night you pay for what you get. The restaurants/bars are Miami pricing and great food/drinks. Like there’s an adult only pool along with other pools. The rooms are very spacious (ours was on 3rd floor diagonal from the beach bar). We spent a whole day sitting on the beach chairs and relaxing by the bar watching the iguanas and dolphins. Would have appreciated if they provided water bottles in the room rather than us going to the water filling stations downstairs everytime to refill our bottles. There’s option to jet ski, take boat rides, etc but was too expensive for us. If you just want to enjoy some downtime away from Miami hustle/bustle sipping tropical drinks and relaxing in the pool, this resort is ideal. Just be ready to pay for the “views” and “vibes” at the resort, don’t expect getting extreme hospitality for the price though."
Mrityunjay 2-night trip
Posted 3 hours ago
Isla Bella Beach Resort & Spa

Find out more about Big Pine Key

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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 rental 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.

How many vacation rentals are there in Big Pine Key?

With 138 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 Cook Island 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.