Beachfront vacation rentals in Fiesta Key

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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 favourite
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
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 favourite
Guesthouse in Marathon
4.95 out of 5 average rating, 21 reviews

The Pink Dolphin House.

PatrickRating, 5 stars3 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 favourite
Home in Cudjoe Key
4.94 out of 5 average rating, 47 reviews

Private Ocean Oasis by Key West, Florida

JeremyRating, 5 stars6 days 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!
Guest favourite
Home in Marathon
4.89 out of 5 average rating, 28 reviews

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

SarahRating, 5 stars3 days ago
Our family of 8 stayed for a week and found the accommodations absolutely perfect. The beds were comfortable and clean. I loved the ceiling fans and feeling the ocean breeze through the sliding screen door at night. Plenty of closet space to unpack and the outdoor living area was a dream. We played shuffleboard and grilled out a lot. Excellent lounge chairs made stargazing a delight. Great shower pressure and plenty of towels provided. Washer and dryer worked well, as did all of the kitchen appliances. Only 3 out of the 4 bikes were useable; one of them needs a tune up; handlebars were loose and made riding unsafe. Be warned there are no bike helmets. We didn’t use the paddle boards or kayaks because it was a very windy week and the current was strong but they looked to be in good repair and there were multiple life jackets and water shoes and pool noodles available. Loved the pool and beach access at the clubhouse!
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 stars6 days 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
Home in Marathon
4.9 out of 5 average rating, 20 reviews

Sombrero Beach Getaway

SteveRating, 5 stars4 weeks ago
We enjoyed our stay very much. He was always very responsive and took care of anything we needed. Might be coming back another time in the future.
Superhost
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 favourite
Home in Key Largo
4.97 out of 5 average rating, 101 reviews

The Paradise 2

LeanneRating, 5 stars5 days ago
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
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
Home in Marathon
4.75 out of 5 average rating, 24 reviews

Sunset Views, Pool and Dock

JamesRating, 5 stars1 week ago
We stayed at Frank’s place for two weeks and had an absolutely amazing time! The house was spotless, well-equipped, and super practical for our two energetic little ones. The pool and hot tub were perfect. We made the most of every sunset soaking in the hot tub, followed by peaceful late-night floats in the pool under clear, starry skies. We fished off the jetty most days and caught barracuda, mangrove snapper, plenty of sharks—and the neighbors even hooked a tarpon and landed a grouper! The kids loved snorkeling right off the dock, spotting rays, turtles, and loads of colorful fish. We missed the manatees when they came by one morning, but luckily caught up with them later while kayaking through the mangroves. Huge thanks to Frank for being such a fantastic host. One day we had a small issue with the pool, and his team showed up in under 10—absolutely amazing service. We truly didn’t want to leave and would come back in a heartbeat. Highly recommended!
Superhost
Home in Key Colony Beach
4.82 out of 5 average rating, 11 reviews

Key Colony Beach-POOL & DOCK

RichardRating, 5 stars3 days ago
We had 5 adults in our party. Plenty of room. Great space and location for fishing the keys and relaxing.
Superhost
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 favourite
Home in Cudjoe Key
4.95 out of 5 average rating, 20 reviews

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

JessicaRating, 5 stars1 month 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 favourite
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
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 favourite
Cottage in Key Largo
4.98 out of 5 average rating, 93 reviews

Oceanfront Paradise w/ Amazing View! Kayaks & BBQ

NitaRating, 5 stars2 weeks 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
Guest suite in Key Largo
4.9 out of 5 average rating, 154 reviews

Oceanside Bungalow in Key Largo

AimeeRating, 5 stars1 month ago
Excellent location, clean and tidy. Blaine was very responsive and had good suggestions when our plans suddenly changed.
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 47 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

KellyRating, 5 stars3 weeks ago
Our family had a wonderful stay and wouldn’t hesitate to recommend this home to our family & friends. Great location, beautiful home and friendly hosts! Their home is as wonderful as it appears in the listing. Our son enjoyed fishing off the dock and we even had a couple of manatee sightings. Perfect space, well appointed and comfortable. We would stay here again for sure.
Guest favourite
Home in Marathon
4.95 out of 5 average rating, 59 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

ErinRating, 5 stars3 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 favourite
Home in Marathon
4.9 out of 5 average rating, 31 reviews

Viamarhe House-Private beach, Kayak, yard games

JasonRating, 5 stars1 month 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 favourite
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.

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