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Holiday rentals with beach access in Big Pine Key

Find and book unique accommodation with beach access on Airbnb

Top-rated Accommodation with Beach Access in Big Pine Key

Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.

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Cottage in Cudjoe Key

4.9 out of 5 average rating, 136 reviews

ATLANTIS...Ocean Front Cottage Retreat!

ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! 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!

Guest favourite

Home in Key West

4.95 out of 5 average rating, 274 reviews

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Romantic Retreat is an Historic, free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW's). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.

Guest favourite

Campervan/RV in Big Pine Key

4.88 out of 5 average rating, 48 reviews

You’re on island time at The Island Girl

Come and relax at our tropical escape. Only 33 miles North of Key West and 7 miles south of Bahia Honda beach. Our new 34’ Atlas RV is just what you need for a relaxing getaway. Walking distance of restaurants, grocery stores and Pine Channel Park. Enjoy biking, as well as walking to nearby charter services, kayak and boat launches. Extra amenities include a heated pool, laundry room, bath house and clubhouse facilities.Parking available for one vehicle and no trailers. WiFi located at Clubhous

Guest favourite

Guest suite in Marathon

4.98 out of 5 average rating, 186 reviews

Casa Mariposa: Easy walk to Sombrero Beach

Book your relaxing getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated a top 15 cozy retreat in the Keys, 1 0f 24 amazing AirBNB rentals in the Keys, and, in 2023, 1 of 23 Amazing Airbnbs In Florida Keys. Step out from your private suite to our 50' lap pool surrounded with tropical foliage, large patio, and tropical gardens. Avoid beach parking fees with a short walk from your suite at Casa Mariposa! Contact us if you are interested in other lengths of stay.

Home in Cudjoe Key

4.9 out of 5 average rating, 104 reviews

Sunrise Beach Escape

For your next vacation, come stay in this resort home, where you'll enjoy a cocktail at sunset alongside the Cudjoe bay overlooking the Atlantic Ocean. This beautiful and luxurious home is part of the Sunrise Beach Resort, an exclusive 11 home gated community overlooking the Atlantic Ocean & Cudjoe Bay. A community that is only 17 miles north of Key West. Make yourself at home in this tastefully decorated 1200 sq foot living space, which offers countless amenities such as kayaks and bikes.

Guest favourite

Condo in Key Colony Beach

4.97 out of 5 average rating, 175 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Impeccable condo directly on the ocean with water views from every window. Located in Key Colony Beach (middle Keys) with heated pool and private beach. Unit #20 is a studio condo with a classic Keys interior: newly renovated bathroom and crisp white kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Enjoy the private back balcony and private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Guest favourite

Guesthouse in Key West

4.93 out of 5 average rating, 529 reviews

Old Town - Room Opens to Pool and Garden

Located in the heart of Old Town, we are three blocks from Duval Street, a 10-minute walk to Higgs Beach, and around the corner from the best, least-expensive meal in town--El Siboney Cuban Restaurant. We suggest bicycling around Key West. Rentals from We-Cycle Bike Shop can be delivered to our door. Two blocks away, The Duval Loop offers free air-conditioned bus service 7 a.m. until midnight. We also offer a link with recommendations for excursions, tours, & restaurants.

Guest favourite

Home in Marathon

4.97 out of 5 average rating, 34 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

You don't come to the islands to stay in a town! Relax in our tropical paradise beach home away from the traffic and noise of US Hwy #1. The perfect location has now been turned into the perfect oasis. Special features include a gourmet kitchen, private pool surrounded by lush landscaping, private 300' pier/dock with a fish cleaning station. Our guests enjoy luxury bedding with quality linens, fluffy towels and bathrobes. Wireless internet service and cable tv.

Guest favourite

Condo in Key Colony Beach

4.91 out of 5 average rating, 114 reviews

Beachside Unit 39 Tiki Huts, Private Beach & Pool

Unit 39 Details: Second Floor Unit, Tub with Shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Guest favourite

Home in Marathon

4.9 out of 5 average rating, 137 reviews

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.

Guest favourite

Campervan/RV in Big Pine Key

4.93 out of 5 average rating, 42 reviews

Having fun in the lower Keys

Enjoy the lovely setting of this romantic spot in nature. Big Pine Key is in the center of the lower Keys just 35 miles from Key West making it convenient to all the tourism and night life adventure the Keys have to offer while simultaneously being far enough away to allow for an off the beaten path relaxing experience. I have left several destinations for diving , fishing and/or great spots to just relax and take in the sun.

Home in Cudjoe Key

4.89 out of 5 average rating, 194 reviews

Newly Renovated Oceanside House with Pool

This home is on the Atlantic side of US 1. It is part of Sunrise Beach Resort, a gated community built in 2007 with only 10 other homes. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on one of two balconies, dock or poolside, where you can soak up the sun steps from the house. Breathtaking southwest views of the blue-green ocean and sunsets can be seen from the pool and dock.

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Popular amenities for Big Pine Key Accommodation with Beach Access

Free parking on premises

Air conditioning

Apartment rentals with beach access

Apartment in Key West

4.84 out of 5 average rating, 696 reviews

Duval Balcony - Street Suite

Apartment in Key West

4.92 out of 5 average rating, 175 reviews

KW Luxury 2/2 Beachfront resort Tropical Oasis

Apartment in Key West

4.89 out of 5 average rating, 137 reviews

Key West Beachside 1400sf, 2 Bedroom Condo

Guest favourite

Apartment in Tavernier

4.83 out of 5 average rating, 255 reviews

Breathtaking Oceanfront Views at Tropical Daze

Apartment in Key Largo

4.78 out of 5 average rating, 137 reviews

Escape to the Seaside!

Guest favourite

Apartment in Marathon

5.0 out of 5 average rating, 13 reviews

Beach Heaven-Private Beach, Pool

Guest favourite

Apartment in Tavernier

5.0 out of 5 average rating, 16 reviews

Beautiful condo with a balcony

Guest favourite

Apartment in Key West

4.94 out of 5 average rating, 16 reviews

Oceanfront Condo in Key West

Holiday House Rentals with beach access

Home in Key Colony Beach

4.81 out of 5 average rating, 134 reviews

Waterview from three sides, Cabana Club, 30' Docks

Home in Key Colony Beach

4.89 out of 5 average rating, 115 reviews

Tiki Time

Guest favourite

Home in Key Colony Beach

4.98 out of 5 average rating, 53 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

Guest favourite

Home in Key Colony Beach

5.0 out of 5 average rating, 15 reviews

Coral House: 2/2 Waterfront in KCB w/ King Beds

Home in Cudjoe Key

4.87 out of 5 average rating, 46 reviews

*Emerald Seas*-Florida Keys Ocean Front Paradise!

Guest favourite

Home in Marathon

5.0 out of 5 average rating, 16 reviews

Florida Keys Oceanside Utopia

Guest favourite

Home in Key Colony Beach

5.0 out of 5 average rating, 96 reviews

ABeachBungalow-60’dock w/ access to pool and beach

Guest favourite

Home in Marathon

4.97 out of 5 average rating, 36 reviews

Waterfront Tropical Retreat w/ Private Pool

Holiday condos with beach access

Guest favourite

Condo in Marathon

4.87 out of 5 average rating, 193 reviews

Sombrero Beach Tropical Getaway

Guest favourite

Condo in Tavernier

4.95 out of 5 average rating, 108 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Guest favourite

Condo in Tavernier

4.98 out of 5 average rating, 143 reviews

Ocean Views at Ocean Pointe

Guest favourite

Condo in Tavernier

4.96 out of 5 average rating, 160 reviews

Best View Ocean Pointe Pool Beach King Bed, Gated

Guest favourite

Condo in Tavernier

4.88 out of 5 average rating, 229 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

Guest favourite

Condo in Key West

4.83 out of 5 average rating, 243 reviews

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

Guest favourite

Condo in Tavernier

4.91 out of 5 average rating, 111 reviews

500 Burton Drive Tavernier, Key Largo

Guest favourite

Condo in Tavernier

4.87 out of 5 average rating, 126 reviews

Reel Large END Unit in Ocean Point Suites

Quick stats about holiday rentals with beach access in Big Pine Key

Total rentals
40 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
570 reviews
Nightly prices starting at
$199 NZD before taxes and fees

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