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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.

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Cottage in Cudjoe Key

4.9 out of 5 average rating, 135 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!

Dec 14 – 21

G$181,350 GYD per night

Home in Key West

4.94 out of 5 average rating, 272 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.

Mar 29 – Apr 5

G$117,855 GYD per night

Camper/RV in Big Pine Key

4.89 out of 5 average rating, 46 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

Oct 9 – 16

G$40,731 GYD per night

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.

Jul 28 – Aug 4

G$45,279 GYD per night

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.

Sep 23 – 30

G$83,266 GYD per night

Condo in Key Colony Beach

4.91 out of 5 average rating, 197 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Aug 21 – 28

G$71,210 GYD per night

Guesthouse in Key West

4.93 out of 5 average rating, 528 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.

Jun 8 – 15

G$70,370 GYD per night

Home in Marathon

4.97 out of 5 average rating, 33 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.

Mar 29 – Apr 5

G$125,952 GYD per night

Condo in Key Colony Beach

4.91 out of 5 average rating, 112 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.”

Nov 9 – 16

G$48,448 GYD per night

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.

Apr 12 – 19

G$55,924 GYD per night

Home in Cudjoe Key

4.92 out of 5 average rating, 142 reviews

Paradise and Cudjoe Bay

"This three-story home overlooks the Atlantic ocean in a gated community of only 10 other homes. Just south enough to enjoy the bluest water in the keys and only 20 minutes away from Key West! This pristine home sleeps 6 comfortably and makes a great destination to exploring all the wonders the FL Keys. Come enjoy the pool, fishing, boating, diving or just relax with the ocean breeze. This location has all the best of the Keys."

Sep 27 – Oct 4

G$77,384 GYD per night

Camper/RV in Big Pine Key

4.93 out of 5 average rating, 41 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.

Oct 13 – 20

G$29,431 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Big Pine Key beach access rentals

Free parking on premises

Air conditioning

Apartment rentals with beach access

Apartment in Key West

4.84 out of 5 average rating, 695 reviews

Duval Balcony - Street Suite

Jul 1 – 8

G$76,994 GYD per night

Apartment in Key West

4.92 out of 5 average rating, 175 reviews

KW Luxury 2/2 Beachfront resort Tropical Oasis

Feb 2 – 9

G$146,602 GYD per night

Apartment in Key West

4.89 out of 5 average rating, 136 reviews

Key West Beachside 1400sf, 2 Bedroom Condo

Dec 10 – 17

G$118,683 GYD per night

Apartment in Marathon

5.0 out of 5 average rating, 12 reviews

Beach Heaven-Private Beach, Pool

Jan 17 – 24

G$91,413 GYD per night

Apartment in Key West

4.94 out of 5 average rating, 16 reviews

Oceanfront Condo in Key West

Sep 28 – Oct 5

G$145,047 GYD per night

Apartment in Marathon

4.95 out of 5 average rating, 38 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

Dec 31 – Jan 7

G$111,681 GYD per night

Apartment in Marathon

5.0 out of 5 average rating, 5 reviews

Marathon Studio on Lovely Resort w/Amenities

Dec 25 – Jan 1

G$81,149 GYD per night

Apartment in Key West

5.0 out of 5 average rating, 4 reviews

Partial ocean view studio with king bed

Apr 12 – 19

G$76,646 GYD per night

House rentals with beach access

Home in Key Colony Beach

4.96 out of 5 average rating, 136 reviews

Beautiful open plan remodeled home in Key Colony

Nov 11 – 18

G$48,316 GYD per night

Home in Marathon

5.0 out of 5 average rating, 15 reviews

Florida Keys Oceanside Utopia

Nov 4 – 11

G$80,130 GYD per night

Home in Key Colony Beach

4.98 out of 5 average rating, 51 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

Mar 29 – Apr 5

G$57,075 GYD per night

Home in Key Colony Beach

5.0 out of 5 average rating, 15 reviews

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

Nov 9 – 16

G$53,655 GYD per night

Home in Key Colony Beach

5.0 out of 5 average rating, 96 reviews

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

Apr 26 – May 3

G$95,023 GYD per night

Home in Marathon

4.97 out of 5 average rating, 35 reviews

Waterfront Tropical Oasis in the FL Keys

Oct 12 – 19

G$89,213 GYD per night

Home in Cudjoe Key

4.87 out of 5 average rating, 46 reviews

*Emerald Seas*-Florida Keys Ocean Front Paradise!

Dec 1 – 8

G$155,267 GYD per night

Home in Marathon

5.0 out of 5 average rating, 7 reviews

Ocean Dream

Nov 2 – 9

G$180,424 GYD per night

Condo rentals with beach access

Condo in Marathon

4.87 out of 5 average rating, 193 reviews

Sombrero Beach Tropical Getaway

Nov 13 – 20

G$46,954 GYD per night

Condo in Key West

4.83 out of 5 average rating, 243 reviews

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

Apr 24 – May 1

G$105,222 GYD per night

Condo in Key Colony Beach

5.0 out of 5 average rating, 27 reviews

Sea-Esta Condo beach and pool

Nov 9 – 16

G$48,211 GYD per night

Condo in Key West

4.99 out of 5 average rating, 84 reviews

Hidden Beach Duplex, Best Place in Key West

Jun 19 – 26

G$127,397 GYD per night

Condo in Key West

4.99 out of 5 average rating, 80 reviews

*Come to my Deck for a time you won't Forget!

Mar 15 – 22

G$88,186 GYD per night

Condo in Duck Key

4.89 out of 5 average rating, 56 reviews

Villa 5087 on Duck Key BOAT SLIP available

Aug 17 – 24

G$83,930 GYD per night

Condo in Key West

4.95 out of 5 average rating, 87 reviews

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

Dec 1 – 8

G$107,281 GYD per night

Condo in Key West

4.98 out of 5 average rating, 47 reviews

The Palms

Mar 6 – 13

G$155,435 GYD per night

Quick stats about vacation 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
G$25,016 GYD before taxes and fees

Destinations to explore