Beachfront vacation rentals in Fiesta Key

Find and book unique beachfront homes on Airbnb

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Popular amenities for Fiesta Key beachfront rentals

Pet-friendly beachfront home rentals

Superhost
Home in Marathon
5 out of 5 average rating, 4 reviews

Happy Tingler With Pool Tiki and 100 ft of Dockage

LoriRating, 5 stars9 months ago
The location was amazing! We were able to get out to the ocean in minutes. Manatees & iguanas came to visit us often at the house. We really enjoyed this stay!
Guest favorite
The exterior of the beach house is showcased, featuring a bright white facade and a unique geometric design on the railings. A spacious outdoor area is visible, adorned with lounge chairs and a shaded patio table, surrounded by crushed white stone and greenery.
Home in Marathon
5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

JonathynRating, 5 stars1 month ago
Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.
Superhost
A bright sleeping area features a spacious bed with a light-colored comforter. Two lamps provide soft lighting beside the bed. A desk with a wicker chair is positioned near a window, and an arched balcony door leads to a view outside, framed by light curtains.
Condo in Marathon
5 out of 5 average rating, 3 reviews

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants

MichaelneuroRating, 5 stars3 months ago
Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.
Guest favorite
A sandy shoreline is bordered by swaying palm trees, providing a peaceful oceanfront view. A yellow kayak rests on the beach, while a hammock is visible nearby, adding to the tranquil setting. The distant jetty extends into the calm sea, enhancing the serene atmosphere.
Guesthouse in Marathon
4.95 out of 5 average rating, 21 reviews

The Pink Dolphin House.

PatrickRating, 5 stars2 weeks ago
Beautiful ocean views and great local recommendations from the host! Some aspects of the interior were a bit dated, but with multiple areas to enjoy the outdoors (offering full shade to full sun and everything in between), we didn't do much inside except sleep. Kids spent hours per day in the pool and adults most enjoyed lounging on the jetty with 345 degrees of ocean views. Board games (and a ps3) were available for the occasional down time. The location allows for a feeling of privacy on the ocean while offering many hidden gems for dining and activities nearby.
Superhost
Bungalow in Key Colony Beach
4.67 out of 5 average rating, 6 reviews

Coral Quay-III Canal waterfront,access BEACH club!

JamesRating, 5 stars48 months ago
We had an amazing time at this property. The location was couldn't get any better. We brought our boat and property was perfect for that. We are already starting to plan for next year!
Guest favorite
The exterior of the vacation home is framed by vibrant palm trees, providing a tropical feel. A white staircase leads to the covered front porch, which features a round glass door. Decorative stone landscaping complements the structure, enhancing its inviting appearance.
Home in Cudjoe Key
4.93 out of 5 average rating, 46 reviews

Private Ocean Oasis by Key West, Florida

JeremyRating, 5 stars1 day ago
Awesome place , well described in a perfect location . The amenities in the resort were awesome, lots to do. Ronda was very responsive with my questions I had about the area and things to do thru out. Will definitely be rebooking with her in the near future. Thanks again Ronda!
Superhost
A spacious bedroom is highlighted by a comfortable wooden bed with patterned linens. A bedside lamp casts a warm glow. Floor-to-ceiling windows offer views of the beach, with outdoor seating visible on the patio. Tropical decor adds a subtle touch of elegance.
Home in Marathon
4.88 out of 5 average rating, 26 reviews

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

StephanieRating, 5 stars1 month ago
The host Brian was attentive and responsive. The house was comfortable and well-furnished. The location on the water was beautiful, yet also private. A great home base for our family to enjoy exploring all that the Keys have to offer!
Superhost
Home in Key Colony Beach
4.74 out of 5 average rating, 137 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

LynnRating, 5 stars1 day ago
This home was great! There was six of us staying in this rental. It was spacious for all of us. We loved sitting outside on the patio by the canal. We were able to walk to a local restaurant, beach and pool. The house was very clean and the neighborhood was super quiet. Overall a great stay and Mary was an excellent host!

Beachfront home rentals with a pool

Superhost
A light blue house is prominently featured, elevated above ground level with a staircase leading to the entrance. Palm trees surround the property, creating a tropical ambiance. Nearby homes display a mixture of colors, enhancing the neighborhood's coastal charm.
Home in Marathon
4.89 out of 5 average rating, 19 reviews

Sombrero Beach Getaway

JoshuaRating, 5 stars1 month ago
Sombrero Beach Getaway was perfect for our family of 4! The location, pool, well-equipped kitchen, and elevated deck all contributed to a great stay in Marathon.
Superhost
A private balcony is furnished with a glass-top table and woven chairs, offering a serene view of palm trees and a sandy beach area. The calm water reflects a clear sky, creating a peaceful atmosphere for relaxation.
Home in Marathon
4.69 out of 5 average rating, 16 reviews

#7 Waterfront 4Bed 3Bath Pool Home

CarolRating, 5 stars11 months ago
Location, location, location! Great views, nice pool area, dock space if needed. Walkable to several resorts and turtle sanctuary.
Guest favorite
A waterfront patio features comfortable wicker seating overlooking serene water. The setting sun casts a warm glow, illuminating the scene with subtle light. Colorful decorations hang from the thatched roof, complementing the tranquil atmosphere while boats are visible in the distance.
Home in Key Largo
4.97 out of 5 average rating, 101 reviews

The Paradise 2

LeanneRating, 5 starstoday
We really enjoyed our stay. It completely matched the description, the patio was amazing, and the place was well stocked with everything we needed. It had many personal touches which made us feel at home. It was a great fit for two adults and 2 kids. Our time on the porch in the morning and relaxing in the evenings were the best part. Highly recommend!
Superhost
A serene outdoor space features a heated pool adjacent to a relaxing spa, framed by swaying palm trees. Sun loungers sit beside the water, while the distant dock and lush landscaping create a tranquil ambiance.
Home in Marathon
4.94 out of 5 average rating, 16 reviews

Pool & Spa, Walk to Beach, Dock, Tiki, Lux Home

Stefan And KarenRating, 5 stars1 week ago
The house was spacious and clean, and we got good use out of the pool and hot tub. Bert requires signing a separate contract after booking on AirBnB, but worked with us to tailor the language. Towels are provided but be prepared to bring most other amenities like shampoo, etc yourself. Also, be aware that Sunrise Drive is a private road and you cannot access the beach there - Sombrero Beach is about a 15 minute walk, but definitely worth the walk!
Superhost
A scenic pool area is visible, featuring a hot tub adjacent to the water's edge. Palm trees sway gently in the breeze, providing a tropical atmosphere. The blue sky reflects on the tranquil water, enhancing the serene setting.
Home in Marathon
4.73 out of 5 average rating, 22 reviews

Sunset Views, Pool and Dock

AllenRating, 5 stars2 months ago
We really liked the location. It was peaceful and private and a great neighborhood to walk around and to walk our dog. Yet, a short drive into Marathon for restaurants or any other needs. The house isn’t new but it was exactly as represented and it was perfect for us. Frank was very responsive. There were a couple of issues that he addressed immediately. It wasn’t his fault that because of the location, receiving repair parts can take some time. But Frank took care of our situations.
Guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 9 reviews

Key Colony Beach-POOL & DOCK

AustinRating, 5 stars9 months ago
We stayed here for a whole week and it was very awesome everything way exceeded our standards and we cant wait to come back!
Superhost
A private pool area features a sparkling blue pool alongside a smaller splash pool. Lounge chairs are arranged around the pool deck, with a shaded pergola providing space for outdoor dining and seating. Lush greenery enhances the tropical ambiance.
Home in Key Largo
4.86 out of 5 average rating, 100 reviews

Cary’s Oceanside

KrissieRating, 5 stars3 months ago
We had a great time at Cary’s Oceanside! Beautiful location, beautiful and comfortable accommodations! Maria was very helpful and responsive with our questions. We really enjoyed the pool and outdoor area.
Guest favorite
A tranquil pool area features a clear blue pool surrounded by paved decking. Colorful lounge chairs are positioned nearby, with a thatched-roof cabana offering shaded seating. The expansive view of the Atlantic Ocean is visible beyond the pool area, complemented by a bright sky.
Home in Cudjoe Key
4.95 out of 5 average rating, 19 reviews

Oceanside home 107,dock,kayaks,bikes,pool,fishing,

JessicaRating, 5 stars3 weeks ago
If you are looking for a relaxing and peaceful location, this is the place! John was so helpful! The place was exactly as described. Our family felt right at home and enjoyed being away from the busyness of larger keys! Close to Key West and some amazing restaurants!

Private beachfront home rentals

Guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 5 reviews

Huge Swim Spa~ Incredible Special Fall Pricing

MatthewRating, 5 stars1 month ago
We really enjoyed our stay. The host, Sherry, gave timely information and quickly responded to messages. We were pleasantly surprised by the number of amenities that were available to us at the house. The Cabana Club was a real hit with my teenage daughters. It had reasonably priced drinks and lunch type meals. They enjoyed just laying by the pool or beach and sun tanning. We saw manatees one of the evenings right in the backyard of the home.
Superhost
An aerial view captures the scenic landscape of Key Largo, showcasing a coastline that merges crystal-clear water with lush greenery. Modern buildings line the marina, with boats gently moored along the waterfront, emphasizing the tranquil atmosphere of this resort area.
Townhouse in Key Largo
4.84 out of 5 average rating, 128 reviews

LIC. MGR. - 2/2 VILLA - OCEANFRONT BEACH RESORT!

VictoriaRating, 5 stars2 months ago
Fernando's place was great. We loved the screen porches and the beautiful tree outside the upstairs porch. The beach is a beautiful spot.
Guest favorite
A spacious outdoor tiki living area features a thatched-roof gazebo overlooking the ocean. Two kayaks rest on the dock, with a fishing rod and tackle box nearby. The scene captures a serene sunset, reflecting light across the water and creating a tranquil ambiance.
Cottage in Key Largo
4.98 out of 5 average rating, 93 reviews

Oceanfront Paradise w/ Amazing View! Kayaks & BBQ

NitaRating, 5 stars1 week ago
The cottage at Life in Paradise was a cute tiny house that was extremely clean and comfortable. It was exactly what I was hoping it would be. The patio/deck out back could not have been more relaxing and beautiful. The kitchen was more than equipped. All we had to do was buy some groceries and we were good to go. Rebecca was very kind and professional with text and emails. I would definitely refer others to this place.
Superhost
A spacious bedroom features a large bed with a textured white coverlet. Framed fish artworks hang above the bed, complemented by two bedside lamps. A white sectional sofa is positioned against the wall, and natural light filters through the window with wooden shutters.
Guest suite in Key Largo
4.9 out of 5 average rating, 154 reviews

Oceanside Bungalow in Key Largo

AimeeRating, 5 stars3 weeks ago
Excellent location, clean and tidy. Blaine was very responsive and had good suggestions when our plans suddenly changed.
Guest favorite
Home in Marathon
4.91 out of 5 average rating, 47 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

RebeccaRating, 5 stars3 weeks ago
Giselle and Javier were awesome with communication, they gave us a ton of recommendations for food and we tried out almost all of them. Some of the best food we’d ever had and a lot of them were within walking distance of the house! The house was perfect, light, clean, and modern. We were able to catch fish off the dock and even saw a few manatees come through. Probably the best Airbnb we’ve stayed in overall!!
Guest favorite
A patio area features bright blue chairs arranged along the railing, offering a view of the sandy beach and calm ocean. Palm trees sway gently in the background, with a wooden dock extending into the water, providing a serene coastal atmosphere.
Home in Marathon
4.95 out of 5 average rating, 58 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

ErinRating, 5 stars2 weeks ago
I can’t say how much we enjoyed this place. So private and clean. Beautiful view. Everything we needed was there. Sad to leave but back to real life. Thank you Thank you!
Guest favorite
Home in Marathon
4.9 out of 5 average rating, 31 reviews

Viamarhe House-Private beach, Kayak, yard games

JasonRating, 5 stars3 weeks ago
Everything about this home is as described in the listing. Host is very responsive and friendly. We completely loved being there and it was incredibly peaceful and relaxing. We would love to come back again. Having the ocean for a back yard was awesome! This was probably my favorite AirBnB stay ever! We did not want to leave.
Guest favorite
A modern kitchen features a large island with four yellow bar stools. Natural light fills the space through sliding glass doors that lead to a deck overlooking the canal. Light beige curtains frame the windows, enhancing the open and airy ambiance.
Home in Key Colony Beach
5 out of 5 average rating, 6 reviews

Key Colony Beach Waterfront 321

JeanneRating, 5 stars9 months ago
Great place right in the heart of Key Colony. House had all we needed and more to make our 8 day stay comfortable. Great boat dock with plenty of room for 2 31 ft boats.

Destinations to explore

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  4. Monroe County
  5. Fiesta Key
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