Big Pine Key Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28

Vacation 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, (258)
"Really I have the best experience and soon I want to go again "
The price is ￥10,618
￥32,684 total
includes taxes & fees
Oct 6 - Oct 7
Old Wooden Bridge Resort and 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, (215)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
Yacht Haven Marina
Cabins at Bonefish Bay
Deluxe Bungalow | Terrace/patio

Cabins at Bonefish Bay

3.0 star property
9.8 out of 10, Exceptional, (71)
"I love this place definitely I will go back there soon, rooms clean staff friendly, ocean view amazing the Floating Aqua Lodge was more than amazing. Thank you for making my vacation so special "
Cabins at Bonefish Bay
Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (873)
"Wonderful place for a short stay"
The price is ￥11,798
￥13,273 total
includes taxes & fees
Oct 6 - Oct 7
Tropical Cottages
Skipjack Resort & Marina
Marina

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1207)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Skipjack Resort & Marina
Knight's Key Suites
Premium bedding, soundproofing, iron/ironing board, free WiFi

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1148)
"Great place "
The price is ￥9,586
￥13,956 total
includes taxes & fees
Oct 6 - Oct 7
Knight's Key Suites
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
A heated pool

Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

8.8 out of 10, Excellent, (30)
"So enjoyed our stay here with a couple friends. Place has everything you need, is immaculate, fantastic view, and so close to either the beach in one direction and grocery stores in the other. Also located in a very nice residential neighborhood. Plan on returning! Thanks for the lovely stay!! "
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
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, (183)
"Beautiful experience! Amazing area and very clean. Lots of amenities including kayaks, boat rentals, a clean pool and the office staff was amazingly helpful. "
Aqua Lodge Rentals At Coconut Cay
Private Island ~Oceanfront-Fishing-Diving~ FL Keys
Exterior

Private Island ~Oceanfront-Fishing-Diving~ FL Keys

10.0 out of 10, Exceptional, (20)
"Best place ever! Just wonderful! Thank you Wesley!"
Private Island ~Oceanfront-Fishing-Diving~ FL Keys
Old Florida Style, wrap around porch, boat basin for dockage, open water
Property grounds

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (81)
"The secluded dock is a nice feature. The driveway is tricky to exit. "
Old Florida Style, wrap around porch, boat basin for dockage, open water
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool
Property grounds

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

9.4 out of 10, Exceptional, (73)
"My brother my son and three other friends stayed the first five days. Fish bonded had a great time everyone thought the accommodations were great. Second five days my son the rest of my family joined us eight adults for children. Accommodated all of us very well. Pool was great location was very good."
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise
A heated pool

KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise

9.2 out of 10, Wonderful, (85)
"Had a great time "
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise
TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis
On the beach, sun loungers

TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

9.4 out of 10, Exceptional, (26)
"My friends and i enjoyed our stay. Easy access to multiple restaurants and grocery items store. The place was clean and had everything we needed. The pool and hot tub were great."
TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Private beach, sun loungers, beach towels

One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!

10.0 out of 10, Exceptional, (202)
"The property was very clean and tidy. We thoroughly enjoyed our stay. The neighborhood was very quiet yet conveniently located near restaurants and other attractions. Highly recommend."
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Charming 2-bedroom house in Marathon with pool
Property grounds

Charming 2-bedroom house in Marathon with pool

The price is ￥26,899
￥87,848 total
includes taxes & fees
Oct 6 - Oct 7
Charming 2-bedroom house in Marathon with pool
Sombrero Beach Tropical Getaway in the Heart of Marathon
Outdoor pool

Sombrero Beach Tropical Getaway in the Heart of Marathon

2.0 star property
9.8 out of 10, Exceptional, (7)
"Our rental was very easy to check into and having the pool and bar at Skipjack’s was great! The beach is close and the balcony was nice too. "
The price is ￥21,899
￥55,422 total
includes taxes & fees
Oct 6 - Oct 7
Sombrero Beach Tropical Getaway in the Heart of Marathon
MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa
Terrace/patio

MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa

10.0 out of 10, Exceptional, (26)
"We had a family with 3 generations and there was something for everyone. We had an amazing week of fun and relaxation. "
MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa
Coral Lagoon #13: Pool, Water Views, off Vaca Cut with Gulf & Atlantic Access
Outdoor pool, a heated pool

Coral Lagoon #13: Pool, Water Views, off Vaca Cut with Gulf & Atlantic Access

10.0 out of 10, Exceptional, (264)
"This property is a really nice choice in Marathon. Very close to beaches, activities, restaurants. The pool on property is really nice. "
Coral Lagoon #13: Pool, Water Views, off Vaca Cut with Gulf & Atlantic Access
Direct Oceanfront Cottage-Sunrise View- #2,
Beach

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (192)
"Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! "
Direct Oceanfront Cottage-Sunrise View- #2,
Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!
Terrace/patio

Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

10.0 out of 10, Exceptional, (94)
"Great place could have not asked for anything more"
Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!
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

Courtyard by Marriott Faro Blanco Resort

Courtyard by Marriott Faro Blanco Resort

10/10 Excellent
"Everyone was so nice and accommodating. Especially loved the outdoor bar, the infinity pool and the staff at the Starbucks counter!"
Gwen 3-night trip
Posted 14 hours ago
Courtyard by Marriott Faro Blanco Resort

Find out more about Big Pine Key

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?

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool: This vacation home 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. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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 Calusa Beach and Coupon Bight Aquatic Preserve 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.