Vacation rentals with beach access in Big Pine Key

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Top-rated beach access rentals in Big Pine Key

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Guest favorite

Home in Key Colony Beach

5 out of 5 average rating, 5 reviews

Huge Swim Spa~ Incredible Special Fall Pricing

3 Bedroom~ 2 Bath Duplex With Outdoor Solar Shower, on a Deep Water Canal in Key Colony Beach. Near The Vaca Cut Makes For Easy Access To The Gulf Of Mexico or Atlantic Ocean. Boat Dockage for up to a 34' Boat. Golf Course, Pickle Ball~Tennis Courts, and Great Playground. We have a Large Swim Spa in The Private Garden, Arcade Game Room~Ice Maker, Paddle Board, 2 Kayaks, 4 Fishing Rods & Bait, Margarita Machine, Outdoor Shower. Cabana Club Membership With Free Beach/ Ocean Access & Huge Pool.

Guest favorite

A living area features a wooden ceiling that adds warmth, with large windows providing natural light and views of the outdoors. Comfortable black leather sofas are arranged around a round wooden coffee table, complemented by decorative pillows and soft accents.

Home in Key Colony Beach

4.93 out of 5 average rating, 15 reviews

Private Pool! Luxury Paradise Pointe, Pet Friendly

Beautiful Key Colony Beach waterfront duplex with a private pool! Featuring a newly updated, 3/2, spacious 1440 sf home, deep water private boat slip & lift, Tiki Hut w/TV, kayaks, pet friendly, ice machine, bait freezer, large kitchen, Cabana Club, restaurant, and beach access. Family friendly location w/Golf, a playground, and dog park. Sit under the tiki hut, watch the game on the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

Superhost

A bright and inviting exterior view captures the charming two-story townhome nestled among tropical foliage. A white picket fence surrounds the property, and the entrance features double doors flanked by decorative plants. Sunlight bathes the scene, enhancing the serene outdoor environment.

Townhouse in Key West

4.81 out of 5 average rating, 70 reviews

Location Location Beach Paradise in the Keys Duval

You will love our newly renovated 2 bed/2 1/2 bath private townhome in a secure community. Perfect location. This Property doubles as our second home when we are in town. Renovations include new wood flooring, fresh paint, new kitchen with stainless appliances, and granite tops. All furnishings and accessories are new. Private courtyard with sundeck, and new lighting overlooking a private park. 2 blocks from the heart of Duval St. and 2 blocks from the beach! This is a prime location to all!

Guest favorite

Home in Key Colony Beach

5 out of 5 average rating, 9 reviews

Key Colony Beach-POOL & DOCK

Escape to a 4-bed, 1800 sq. ft. waterfront haven! On a deep canal opening to Vaca cut this gem offers all you need. The master suite boasts a king bed, there are three queen beds in separate rooms. Dive into the pool or to the private dock for waterway access. Upstairs, an open kitchen with a six-person breakfast bar beckons culinary adventures. Downstairs, an outdoor kitchen invites alfresco delights. This non-smoking sanctuary is more than a rental—it's a canvas for unforgettable moments.

Top guest favorite

An aerial view captures the coastal complex featuring turquoise roofs and landscaped grounds. The private beach is visible, lined with palm trees, lounge chairs, and tiki huts. The calm waters reflect the blue sky, while boats can be seen in the distance.

Condo in Key Colony Beach

4.93 out of 5 average rating, 214 reviews

Anchors Away Condo - Key Colony Beach Oceanfront

Beautiful new renovation in Key Colony Beach ocean front complex. Unit #4 is a studio condo on the 1st floor (no stairs to climb) within steps of the heated pool and private beach. #4 features a crisp, clean white interior with new kitchen, bathroom and furnishings. Kitchen has everything needed to cook a complete meal (dishes, cookware, stove, oven, toaster, microwave, blender, fridge, etc). Guests can enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Guest favorite

A serene white sand beach is bordered by palm trees, casting shadows on the sand. Several lounge chairs with bright blue cushions are positioned nearby, offering a comfortable spot to relax and take in the view of the calm, clear water.

Home in KEY COL BCH

4.92 out of 5 average rating, 12 reviews

Beach Breeze

Be one of the first guest to stay at our new condo on the rare white sand private beach located in Key Colony Beach, FL. 2+2 ensuite, gourmet kitchen with designer touches. Patio table & chairs for outdoor dining and new Wicker upscale love seat & 2 chairs. Stackable washer & dryer in every unit. TV in living, primary & guest rooms. Paddle board, Kayak or swim right off of the beach or just sit and enjoy the beautiful view of the water. Pool is open. Minimum 7 days rental City Code.

Guest favorite

A sunlit pool area is surrounded by tropical landscaping, featuring a clear blue pool with lounge chairs positioned nearby. Shade is provided by a large umbrella and two thatched umbrellas are visible. A yellow float rests on the water's edge, inviting relaxation.

Home in Marathon

5 out of 5 average rating, 33 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Top guest favorite

An aerial view displays a beachfront property surrounded by lush palm trees, with a sandy beach leading to the ocean. Kayaks and paddleboards are stored along the shore, while lounge chairs are arranged on the beach. A wooden barrier is visible along the water's edge.

Condo in Key West

4.99 out of 5 average rating, 96 reviews

Hidden Beach Duplex, Best Place in Key West

Go to sleep and wake up smiling listening to the waves. Just 3 blocks from Duval Street; this property sits on Key West’s only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key West’s best restaurant (Louie’s Backyard) and the beautiful, luxurious Reach Resort. This is an extraordinary condo on an extraordinary property. This is nicest unit of 3 for rent at Hidden Beach. If you are discerning, this really is best place place to stay in Key West.

Superhost

A waterfront view reveals a tranquil canal, lined with palm trees and boats. Comfortable seating is arranged on a sunlit patio, complemented by a light fixture. The scene is brightened by clear blue skies, enhancing the inviting outdoor space.

Home in Key Colony Beach

4.8 out of 5 average rating, 25 reviews

Cozi home with dock

Beautiful two bedroom two bathroom home (half duplex) with 35ft of dock in Key Colony Beach, Fl. Enjoy ocean access within a 5 minute boat ride. Home master bedroom and two full beds in the second bedroom. Home has an open floor plan design with kitchen and living room. master bedroom and two full beds in the second bedroom. Home has an open floor plan design with kitchen and living room. Cabana club with pool access and beach included 7 night minimum!

Top guest favorite

A serene waterfront view showcases a wooden dock leading to clear green waters. Lush palm trees surround the area, and a spacious deck is visible, providing ample space for relaxation. A small table sits on the dock, complementing the tranquil setting.

Home in Key Colony Beach

4.94 out of 5 average rating, 112 reviews

Paradise in Key Colony Beach + Cabana Club

Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

Guest favorite

A comfortable outdoor seating area is showcased, with bright blue cushions arranged around a dark table. The view overlooks crystal-clear waters, and decorative lanterns provide soft lighting. A potted flower adds a touch of color beside the seating, enhancing the peaceful ambiance by the water.

Home in Cudjoe Key

4.89 out of 5 average rating, 104 reviews

*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.

Guest favorite

The two-story house is shown with light-colored siding and multiple balconies. A pool area is visible in the foreground, surrounded by lounge chairs and a white fence. Tropical landscaping, including palm trees, complements the scene under a clear blue sky.

Home in Cudjoe Key

4.9 out of 5 average rating, 232 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.