
Vacation rentals with beach access in Big Pine Key
Find and book unique beach access rentals on Airbnb
Quick stats about vacation rentals with beach access in Big Pine Key

Total vacation rentals
Explore 40 vacation rentals in Big Pine Key

Nightly prices starting at
Big Pine Key vacation rentals start at R 1,622 ZAR per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Big Pine Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Big Pine Key rentals

4.8 Average rating
Big Pine Key stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated beach access rentals in Big Pine Key
Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

Beautiful Cottage & Amenities in Gated Community
Our comfortable, beautifully decorated two bedroom/two bathroom home with full sized kitchen is located in the Venture Out gated community. This is the perfect place if you are looking for peace in a quiet, family friendly, safe environment. Amenities include on-site convenience store, saltwater pool, spa, tennis courts, pickleball courts, a marina with marine fuel, double wide boat ramps, pool table, ping-pong, and much more, in a gated 24-hour security resort. All guests must be registered.

Waterfront House with 37 ft Dock & Cabana Club
Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Tiny Home Aqua Lodges 2/1
This memorable place is anything but ordinary. Stay in our fully equipped aqua lodge with private surroundings. This lodge has 1 queen bed, 1 full bed, a sofa sleeper full size on the main floor, and 1 twin in the loft. It has a full kitchen, mini split ac, and full bathroom with hot water. This location has great sunset views and private BBQ waterfront area. All lodges have all bedding and dishes and cooking utensils. You will also have access to the Cabana Club located in Key Colony Beach.

Cudjoe Key OCEANFRONT 2B/2B in gated community!!
Pets are not allowed. Sparkling clean and beautifully remodeled 2Bd/2Ba vacation home that features OPEN WATER views with great boating access to the ocean or gulf! This waterfront paradise features a 35' concrete seawall. There is a resort usage fee of $125 payable upon arrival to Venture Out. Pre-registration form of guests must be completed prior to stay or when checking in at the security gate. Check out my other property right next door! airbnb.com/h/islandtherapy46444432

Oceanside home 109, dock,kayaks,bikes,pool,fishing
This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. This is #109 and I also rent adjacent homes 111 and 107 in case you need more than one. We are 80 feet from the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.

OCEANIA... water front cottage retreat ~
OCEANIA... water front cottage retreat ~ Completely remodeled, direct cannal-front cottage offers everything you'll need for the perfect getaway. Boat dock (35ft), HD Smart TVs, washer & dryer, S/S appliances! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!

Waterfront Sanctuary in the Keys!
Your WATERFRONT Keys getaway!! Updated appliances & fixtures, this 2BR/2BA elevated property won’t disappoint! Fully stocked kitchen/bathrooms. Never ending activities for your group at the Venture Out Resort- a gated community with oversized pool, hot tub, pickle ball/tennis/basketball courts, fishing, lobstering, biking, kayaking, boating! Launch your boat from the private ramp and tie it up on our 35’ seawall! Situated between Key West & Marathon, this property is THE PLACE!

*Emerald Seas*-Florida Keys Ocean Front Paradise!
Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.

4BR 3B, Heated Pool & Spa, 60' Dock
Enjoy breathtaking views of the Gulf and Ocean from the screened in patio of this beautiful 4 BEDROOM/3 BATH canal front home. Bring your boat to the 60' dock on a 200' wide canal just 10' away from the Ocean. Relax by the pool/spa area after a day of fishing. A pool heater is offered as an option for your convenience. Please inquire about water heater fee and operating instructions before booking. (VR Lic # PLR2020-00104)

Coco Plum Waterfront Hideaway Home in Marathon
This Coco Plum home is the ultimate family getaway! With four bedrooms, two bathrooms, a modern living room with a 4K TV and surround sound, and an outdoor area that includes a fire pit, outdoor dining, and outdoor living space. The boat dock and breathtaking sunset views make this the perfect home for your fishing adventures. Beautiful Coco Plum beach is just a ten minute walk away. Make this home your next island adventure.

b watervibe
Enjoy the sounds of nature when you stay in this unique place. It's something different to enjoy with your partner of a romantic and fun moment and thus relax and forget about the everyday life. You can enjoy fishing, kayaking, adventure, and other local activities. A great camping experience for guests who like something fun and different. Try it and you'll tell me. It offers a space for 2 people.
Popular amenities for Big Pine Key beach access rentals
Apartment rentals with beach access

Key West Beachside 1400sf, 2 Bedroom Condo

Sunset Suite-Historic 2 BR, K/Q, Sleeps 4, Spa!

Duval Balcony - Street Suite

KW Luxury 2/2 Beachfront resort Tropical Oasis

Beachside Unit 22 - Private Beach on Atlantic

Bashful Barracuda | Ground Floor + Marina Views

Oceanview condo w/pool, jacuzzi and tennis court

2 Bdrm Oceanfront Complex Private Beach & Pool
House rentals with beach access

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV

Latitudes-Ocean Front Pool

Beach House, Private Pool, Dock, Gulf View Sunsets

P01 - New 3 bed, 3 bath with private pool

Soothing Nest

A Paradise Point by Sombrero Beach

Get Hooked private pool & dock

Casa Blue Flamingo
Condo rentals with beach access

Amazing Ocean Front Views Key Colony Beach

Fully renovated 2/2 bath condo w/ shared pool!

Affordable Beachfront Luxury Condo Sleeps 6

Beach Club Ocean Front 2BR Condo

Villa 5087 on Duck Key BOAT SLIP available

Standard Suite at Sugarloaf Key Hotel

*New* Turtles Pace-Private Beach

*NEW* Private Beach, pool & fully loaded kitchen
When is the best time to visit Big Pine Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 4,656 ZAR | R 4,202 ZAR | R 3,975 ZAR | R 4,526 ZAR | R 3,845 ZAR | R 3,553 ZAR | R 3,569 ZAR | R 3,245 ZAR | R 3,245 ZAR | R 3,618 ZAR | R 3,715 ZAR | R 3,504 ZAR |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
Destinations to explore
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- Hotel rooms Big Pine Key
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- Apartment rentals Big Pine Key
- Waterfront rentals Big Pine Key
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- Condo rentals Big Pine Key
- Rentals with pools Big Pine Key
- Family-friendly rentals Big Pine Key
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- Rentals with a kayak Big Pine Key
- Rentals with beach access Monroe County
- Rentals with beach access Florida
- Rentals with beach access United States
- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Fort Zachary Taylor Historic State Park
- Southernmost Point
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Key West Butterfly & Nature Conservatory
- History Of Diving Museum
- Key West Lighthouse Museum
- Boca Grande Key
- Conch Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Curry Hammock State Park





