Beach house holiday rentals in Florida Keys

4.95 out of 5 average rating, 115 reviews

A spacious balcony is featured, offering a stunning view of the sunset over the Gulf. The reflective surface of the water contrasts with the soft sand below, with silhouetted figures walking along the beach. A textured area rug in blue hues adds comfort to the outdoor space.

Home in Marco Island

Paradise: Literally ON South Beach : 2bdrm/4bed

Welcome to your private entry into Heavenly PARADISE on the sugar white beach of our gorgeous Island!Rest in your beautiful,super functional condo,then run to your own piece of beach right DOWNSTAIRS! Dine/watch the MAGICAL SUNSET SHOW right from your spacious balcony! Master:VIEW OF THE GULF:you see it 1St as you open your eyes!!!! Brand NEW aplliances/combo Keurig,beach chairs,umbrella,cart/pool/jacuzzi/tennis courts.Disclaimer AIRBNB forced us raise prices.Long stays:contact me via a message

Superhost

Home in Key Largo

NEW! Casa Azul - Golf Cart, 2 King, Pool, Kayaks

No Hidden Fees! Book with confidence. No added Airbnb, resort, guest, or management fee when booking any of my homes. Casa Azul - Where the Salt Life Meets Luxury Welcome to your Key Largo vacation rental. No animals permitted, including service animals, due to owner allergies. This villa includes a private golf cart, pools, one adult kayak, three kids' kayaks, pickleball, tennis courts, a swimming lagoon, and a beach area. Enjoy kayaking, fishing, and snorkeling. Hundreds of 5-star reviews!

4.89 out of 5 average rating, 119 reviews

The exterior of the home showcases a modern two-story structure with a covered patio. A heated pool is surrounded by comfortable loungers, and a large umbrella provides shade. Lush green grass leads to the entrance, promoting relaxation and outdoor enjoyment.

4.96 out of 5 average rating, 26 reviews

Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views!

Bring your family to the stylish 4BR 4.5Bath home in a tranquil waterfront area, and enjoy an unforgettable stay with your loved ones. Explore nearby attractions from this prime location, or spend the day soaking up the sun by the pool, fishing from the dock, savoring tasty BBQs, and much more! ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Outdoors (Heated Pool, Lounges, Dining, Games) ✔ Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking (4 Cars + Trailer) ✔ Ev Charger See more bel

A two-story home is depicted, featuring a covered balcony with blue chairs and a ground-level terrace. A kayak is positioned nearby on gravel, alongside two adirondack chairs near natural landscaping. The surroundings are lush with greenery, enhancing the tranquil setting.

4.92 out of 5 average rating, 24 reviews

Boaters delight! 1 min to open water, Dock & Beach

Inquire for monthly discounts. The happy house 339 at ghee mail. Quaint and charming home nestled in the Florida Keys. Secluded single family property with open water access. Private Dock, Beach, kayak launch area with kayaks and bikes available to use. Very private tranquil location. See manatees/fish swimming by. Enjoy endless sunsets from the front porch. Fantastic views from every room in the house. Beds: 1 King bed, 2 twins, 2 trundle Marathon Vacation Rental License#. VACA-22-375

4.96 out of 5 average rating, 203 reviews

A serene lakeside view features lounge chairs placed on sandy shores, framed by palm trees. A kayak rests nearby, with the crystal clear water reflecting shades of blue and aqua. The peaceful scene invites relaxation under the bright sky.

Home in Miami

Modern Beach Lake-Front House in Miami !

Welcome to our stunning 5/4 beachfront lake house! This newly renovated property offers the perfect blend of modern amenities and natural beauty. Located in a central and peaceful neighborhood, guests can enjoy a range of water activities such as kayaking, paddle boarding, and swimming while taking in the views of the Blue lake. Seeking relaxation or adventure, this home has something for everyone.. ✔️15min from Miami International airport ✔️25min to Downtown Miami ✔️30min from Miami Beach

4.99 out of 5 average rating, 76 reviews

Grouper Getaway @ Ocean Isles Fishing Village

Escape to paradise at the Grouper Getaway located at Ocean Isles Fishing Village in Marathon Key, FL. This beautiful brand new fully furnished 1 bed/2 bath studio townhouse, offers a central location and an array of luxurious amenities for a truly unforgettable vacation. Steps away from the the Atlantic Ocean, enjoy the largest pool in Marathon with clear views of the VACA Cut boat traffic and the Sombrero Light House. Enjoy fishing, paddle boarding, kayaking, tiki huts, beach, and grills.

4.97 out of 5 average rating, 33 reviews

Two pelicans are perched on a wooden dock, surrounded by rippling water. The dock is supported by green posts, providing a serene setting in a tropical landscape. Subtle foliage in the foreground enhances the natural ambiance of the scene.

Home in Cudjoe Key

Oceanside home 111, dock,kayaks,bikes,pool,fishing

This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. This is #111 and I also rent adjacent homes 109 and 107 in case you need more than one. We are 40 feet from the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.

A dining area features a round wooden table set with yellow placemats and white napkins. Light blue walls complement the soft furnishings, while large windows provide a view of tropical foliage and the outdoors. Natural light fills the space, enhancing the inviting atmosphere.

4.85 out of 5 average rating, 113 reviews

Waterfront Villa & Sunset Views

Come and relax on your own veranda that overlooks the turquoise waters of the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay local to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.

5.0 out of 5 average rating, 12 reviews

Home in Islamorada

The Villa by the Bay Pool/Boat Dock, Islamorada Fl

Take your heart, family & fishing gear to the blissful Villa by the Bay! Located in the Heart of Islamorada Fl, Coral Cove is a beautiful small gated community. Deep-sea fishing awaits! Ocean access, heated private saltwater plunge pool with wonderful waterfalls. Balcony view with beautiful sunset & wonderful breezes. Enjoy walking distance to the finest restaurants. Community pool & kayaks. Beautiful sunsets await overlooking the bay. Private boat dockage included during your stay.

Superhost

The bungalow stands illuminated against a night sky, surrounded by swaying palm trees. Soft reflections shimmer on the water's surface, while the sandy beach extends along the shoreline. The structure features large windows, showcasing a welcoming interior visible from outdoors.

Home in Upper Sugarloaf Key

The Lighthouse - Beach Houses Key West

If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

4.93 out of 5 average rating, 134 reviews

5.0 out of 5 average rating, 12 reviews

P01 - New 3 bed, 3 bath with private pool

This beautiful new home offers 3 bedrooms, 3 baths and a comfortable open floorplan. Additionally, this property boasts and abundance of fabulous outdoor living space and is ideally located minutes from Coco Plum Beach. - Maximum Occupancy: 6 guests (includes adults and children of any age) (*children of any age, including infants, count toward occupancy) - No day guests or visitors allowed above the advertised max. occupancy. - Parking: 3 vehicle max - 3 bedroom/3 bathroom

An airy dining area features a white stone-topped table positioned beneath a stylish light fixture. Large glass doors allow natural light to flood the space, connecting indoor and outdoor seating areas. The wooden floor adds warmth to the contemporary design.