
Vacation rentals with beach access in Big Pine Key
Find and book unique beach access rentals on Airbnb
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.

Ocean Front Studio private Sandy Beach in Key West
Studio unit with fridge, microwave, settings for 2 and a king sized bed. Doors that open to a balcony overlooking the Atlantic Ocean. There is pool, hot tub, and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street. The resort is located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. There is free garage parking with the room. Washer, dryers and ice maker are available for guests. Powerful, but sometimes noisy air conditioning.

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
Historic Harrison's Hideaway is in an 1880's Cigar Maker's cottage renovated in 2010. It features a K size Pottery Barn memory foam bed, custom made full sleeper sofa, renovated kitchen with granite counter tops, 2 burner stove, under counter fridge/freezer, dishwasher, microwave, air fryer/oven tumbled marble 2 person shower, private front deck with seating for 4, 2 person Solana spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.

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.

Exquisite Oceanfront Paradise - Key Colony Beach
Stunning direct ocean views. Everything is brand new in this gorgeous condo with comfy king bed and fully equipped kitchen with full-size appliances and everything you need to cook and serve meals. Fast, free, reliable WiFi, and SmartTV to enjoy your favorite movies and shows. Heated pool and private sandy beach just steps away. Sunset Park next door is perfect for catching beautiful nightly sunsets. Centrally located to awesome Keys adventures just a few miles drive from the condo.

360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

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!

b watervibe
Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Es algo diferente para disfrutar con tu pareja de un momento romántico y divertido y así relajarse y olvidarse de la vida cotidiana. Puedes disfrutar de la pesca ,de paseos en kayak ,vivir una aventura y disfrutar de otras actividades locales.Prueba de la expericiensa y ya ustedes diran.Esta casa flotante ofrece un espacio para 2 adultos. Está Esta es una experiencia de Acampada .

Private Pool Tropical Oasis - Centrally Located
Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

Waterfront Cozy Modern Retreat w/Deep Canal
Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.

*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.

Oceanfront, beach, heated pool, dock, tiki hut
This is a minimum 28 night minimum rental. Welcome to your dream getaway, just 13 miles from downtown Key West! This charming two-level beach home offers the perfect blend of relaxation, adventure, and luxury. With accommodations for up to 10 guests, bring the entire family, friends, and even your fur babies, and don’t forget your boat!
Popular amenities for Big Pine Key beach access rentals
Apartment rentals with beach access

Key West Beachside 1400sf, 2 Bedroom Condo

Quiet Canalfront Retreat • Near Sombrero Beach

Beachside Unit 22 - Private Beach on Atlantic

New Waterfront Views | Pool & Tiki Bar

Duval Balcony Spanky's Retreat

Marathon Studio on Lovely Gulf Front Resort

Rare Beach Front Resort Key West- 2BD/2BA

Dock POOL Kayaks Bikes Beach2mi WalkToStores
House rentals with beach access

KCB Tropical Escape

Experience the Ultimate Florida Keys Getaway.

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB

4BR 3B, Heated Pool & Spa, 60' Dock

Oceanfront mermaid house pool and dock

Waterfront Oasis3/2 Direct Ocean

Beach House, Private Pool, Dock, Gulf View Sunsets

Viamarhe House-Private beach, Kayak, yard games
Condo rentals with beach access

Villa 5087 on Duck Key BOAT SLIP available

Shang-Ri-La at The Beach

Affordable Beachfront Luxury Condo Sleeps 6

Private Beach in Marathons Key Colony Beach

Hyatt Beach House-Quiet Key West Spot!

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

Paradise found! Sea-Esta Condo beach and pool.

Henry's Piece of Paradise On The Ocean In Key West
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 | R4,702 ZAR | R4,243 ZAR | R4,014 ZAR | R3,571 ZAR | R3,424 ZAR | R3,817 ZAR | R3,604 ZAR | R3,276 ZAR | R3,276 ZAR | R3,653 ZAR | R3,752 ZAR | R3,539 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 |
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 R1,638 ZAR per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 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!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Rentals with a kayak Big Pine Key
- Pet-friendly rentals Big Pine Key
- Rentals with a hot tub Big Pine Key
- Rentals with a patio Big Pine Key
- Cottage rentals Big Pine Key
- Family-friendly rentals Big Pine Key
- Rentals with breakfast Big Pine Key
- Condo rentals Big Pine Key
- Beachfront rentals Big Pine Key
- Hotel rooms Big Pine Key
- Rentals with outdoor seating Big Pine Key
- Waterfront rentals Big Pine Key
- Rentals with lake access Big Pine Key
- Smoking-friendly rentals Big Pine Key
- Villa rentals Big Pine Key
- Rentals with pools Big Pine Key
- House rentals Big Pine Key
- Rentals with a fire pit Big Pine Key
- Rentals with a washer and dryer Big Pine Key
- Fitness-friendly rentals Big Pine Key
- Apartment rentals 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
- Robbies Marina Of Islamorada
- Seven Mile Bridge
- The Turtle Hospital
- Key West Butterfly & Nature Conservatory
- Florida Keys Aquarium Encounters
- Fort Zachary Taylor Historic State Park
- Dolphin Research Center
- Boyd's Key West Campground
- Southernmost Point
- Key West Lighthouse Museum
- History Of Diving Museum
- Boca Grande Key
- Mel Fisher Maritime Museum
- Curry Hammock State Park





