
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.

Viamarhe House-Private beach, Kayak, yard games
If you are looking to enjoy the natural beauty and the captivating views of the Florida Keys, our charming Oceanfront house is the place for you. Enjoy the breathtaking views of the sunrise and the starry night show over the beautiful Atlantic ocean. You and your family can enjoy the exclusivity this property will give you, Viamarhe is its own little resort, 5 kayak and fishing rods, volleyball, chess and bowling ground, Domino, Billiards, Ping-Pong, and Football. the propane BBQ grill, fire pit

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.

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.

Castillo Del Mar- Ocean access from your backyard
Welcome to PARADISE! — perfect for salty families, fishing lovers and beach goers • Prime Location – In Key Colony Beach with access to Cabana Club pool & private beach • Walk to Dining – Steps from Sparky’s Landing & Island Company • Boater’s Paradise – Backyard dockage for boats up to 30 ft • Spacious Kitchen – Family-style layout with 4-person bar top • Boho Dining Room – Perfect for cozy dinners and entertaining • Amenities include washer + dryer, fully stocked kitchen, Cozy Tv Room

Family Suite at Sugarloaf Key Hotel (Pet Friendly)
Discover the perfect blend of comfort, relaxation and adventure at the Sugarloaf Key Hotel, nestled within the Sugarloaf Key / Key West KOA Resort campground. Newly built in 2023, this beautiful 6-person pet-friendly vacation suite offers everything you need for a great stay. Nestled amongst gorgeous tropical scenery, this resort includes robust amenities including resort-style pool and hot tub with an adjacent pub, quaint sand beach, marina, water rentals, café, camp store and more!

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

Houseboat Getaway In Marathon
Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

*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.

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.

Waterfront Pool Home w/ 30’ Dock, Kayaks & Outdoor
Captain's Cove, your 4BR waterfront escape in Marathon, set on a quiet canal with direct ocean access. Designed for unforgettable Keys living for families and boaters alike. 🏊♂️ Private backyard pool ⛵ 30’ boat dock + 4 kayaks 🍳 Covered outdoor kitchen & BBQ 🚿 Spa-style rain & jet showers w/ luxury toiletries 🛏️ Ground-level comfort for 8 🐾 Pet & kid friendly

KW Beach house with heated pool, dock, accessible
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

Duval Balcony - Street Suite

Honeymoon Hideaway, King bed, Private Deck & Spa!

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

Dock POOL Kayaks Bikes Beach2mi WalkToStores

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

Florida Keys Oceanside Utopia

Sombrero Beach Getaway

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Waterfront 2-bedroom Home w/Pool and Spa

Casa Blue Flamingo

SeaEsta! Bring your boat & 1 block to the beach!

Get Hooked private pool & dock

Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes
Condo rentals with beach access

Beachfront paradise, heated pool and ocean view #9

Villa 5087 on Duck Key BOAT SLIP available

Affordable Beachfront Luxury Condo Sleeps 6

Private Beach in Marathons Key Colony Beach

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

P41 - Beach Front condo with 2 bedrooms, 2 bath, p
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 | G$48,705 GYD | G$53,304 GYD | G$49,541 GYD | G$45,570 GYD | G$43,688 GYD | G$48,705 GYD | G$45,988 GYD | G$41,807 GYD | G$41,807 GYD | G$46,615 GYD | G$47,869 GYD | G$45,152 GYD |
| 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 G$20,903 GYD 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!
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- Rentals with a fire pit Big Pine Key
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- Rentals with pools Big Pine Key
- Rentals with outdoor seating Big Pine Key
- Pet-friendly rentals Big Pine Key
- Rentals with a patio Big Pine Key
- Family-friendly rentals Big Pine Key
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- Waterfront rentals Big Pine Key
- Rentals with a hot tub Big Pine Key
- Rentals with a kayak Big Pine Key
- Rentals with a washer and dryer Big Pine Key
- Rentals with beach access Monroe County
- Rentals with beach access Florida
- Rentals with beach access United States
- Sombrero Beach
- Smathers Beach
- Long Beach
- Bahia Honda State Park
- Sea Oats Beach
- Conch Key
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Sunset Park
- Dolphin Research Center
- Florida Keys Aquarium Encounters
- Key West Lighthouse Museum
- Robbies Marina Of Islamorada
- Key West Butterfly & Nature Conservatory
- Southernmost Point
- The Turtle Hospital
- Boyd's Key West Campground
- History Of Diving Museum
- Calusa Beach & Loggerhead Beach




