Resort vacation rentals in Key West

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Popular amenities for Key West resort rentals

Resort rentals with a pool

A junior suite features a spacious king bed with a decorative throw pillow, complemented by a modern desk. Floor-to-ceiling windows provide natural light and a view of greenery, with access to an outdoor terrace. A wardrobe and chair complete the inviting setting.
Hotel room in Key Largo
4.83 out of 5 average rating, 12 reviews

Explore Key Largo! Beach Access, Pool, Parking!

BethanyRating, 5 stars12 months ago
The Key Largo location at Baker’s Cay is truly a gem! I would most definitely return in the future. There is so much to do and the resort is truly beautiful. I did not want to leave! The staff were also very friendly and helpful.
A spacious bedroom features a King bed with a patterned throw pillow, complemented by a sleek bedside table and a contemporary mirror. Large windows frame a view of greenery, while a modern workstation is positioned beside the bed, enhancing the room's functionality.
Hotel room in Key Largo
4.8 out of 5 average rating, 10 reviews

Pool, Private Beach Access, Pet-friendly!

TerryRating, 5 stars22 months ago
It felt just like we booked through the actual hotel. The front desk even took my Hilton Honors membership and provided some upgrades. This was a great way to access such a beautiful resort at a reasonable rate and we’d certainly stay with them again.
Resort in Key West
4.83 out of 5 average rating, 12 reviews

1BR Condo Banyan Tree, KeyWest Unit 505/701

JulieRating, 5 stars30 months ago
Fantastic location… walked everywhere! Enjoyed the pool and tiki area and the pathway, trees and foliage just gorgeous. I’m a sucker for a spiral staircase so loved the interior! We had everything we needed.
Guest favorite
A serene beach scene captures the tranquil turquoise waters meeting a sandy shore, lined with white lounge chairs. Palm trees are dispersed along the coastline, and a wooden pier extends into the horizon under a cloud-dotted blue sky.
Hotel room in Key Largo
4.87 out of 5 average rating, 89 reviews

Ultimate Getaway! Private Beach Access, Pools

MackenzieRating, 5 stars2 months ago
Beautiful resort! Would definitely stay here again. This was an adult trip but there was lots to do for kiddos too.
Superhost
A glistening pool reflects the sun, surrounded by tropical foliage. Lounge chairs line one side, inviting relaxation. A shaded seating area features a bench, complemented by abundant greenery. The pool area is designed for quiet enjoyment within a serene, garden-like setting.
Resort in Key West
4.91 out of 5 average rating, 11 reviews

Parrot's Perch

Bernard And TracyRating, 5 stars2 months ago
Our stay was perfect! This Airbnb was clean, spacious and exactly as described. The pull out sofa is a memory foam mattress - very comfortable. We love the location - close to everything but much quieter than being on Duval. The breakfast each morning was delicious. There are two pools and the smaller one was heated like a hot tub which was great during slightly cooler weather. You can’t go wrong with this stay. Highly recommend!
Superhost
A tranquil pool area is surrounded by tropical greenery, featuring a hot tub with steps for easy access. Lounge chairs are neatly arranged nearby, creating an inviting space for relaxation. A cottage with large windows is visible in the background, complemented by shaded patio seating.
Resort in Key West
4.81 out of 5 average rating, 16 reviews

Katie's Kottage

MarkRating, 5 stars1 week ago
Very comfortable and clean. It was a perfect unit for three - four people. It was so nice to have a small pool just outside our door step

Resort rentals with a gym

A spacious deck provides sweeping views of the bay, featuring natural wood flooring and a railing adorned with potted plants. Lounge seating is positioned near the water, while the clear sky above complements the serene shoreline.
Hotel room in Key Largo
4.83 out of 5 average rating, 12 reviews

Explore Key Largo! Beach Access, Pool, Parking!

BethanyRating, 5 stars12 months ago
The Key Largo location at Baker’s Cay is truly a gem! I would most definitely return in the future. There is so much to do and the resort is truly beautiful. I did not want to leave! The staff were also very friendly and helpful.
A spacious outdoor deck features wooden flooring and railings, overlooking calm waters and palm trees. Comfortable seating arrangements are visible alongside a barbecue grill, providing a relaxing space to enjoy the scenic view. Bright sunlight illuminates the area under a partly cloudy sky.
Hotel room in Key Largo
4.8 out of 5 average rating, 10 reviews

Pool, Private Beach Access, Pet-friendly!

TerryRating, 5 stars22 months ago
It felt just like we booked through the actual hotel. The front desk even took my Hilton Honors membership and provided some upgrades. This was a great way to access such a beautiful resort at a reasonable rate and we’d certainly stay with them again.
Guest favorite
A spacious lobby area features large glass doors that open to an outdoor seating space. Modern furnishings, including colorful chairs and tables, are positioned across the wooden floor, complemented by greenery in decorative pots. Hammocks are suspended, inviting relaxation.
Hotel room in Key Largo
4.87 out of 5 average rating, 89 reviews

Ultimate Getaway! Private Beach Access, Pools

MackenzieRating, 5 stars2 months ago
Beautiful resort! Would definitely stay here again. This was an adult trip but there was lots to do for kiddos too.
An expansive outdoor deck features wooden flooring and a variety of seating options, including tables and lounge chairs. The serene bay is visible beyond, with lush greenery and palm trees framing the view under a partly cloudy sky.
Hotel room in Key Largo
4.82 out of 5 average rating, 50 reviews

Keys Escape! Close to Beach Road, Onsite Pool!

StacyRating, 5 stars2 months ago
We loved our stay at Bakers Cay. This is our 3rd time staying here, and booking with Victoria. The resort is beautiful. We loved being able to use kayaks and go fishing. We enjoyed restaurants in the area and a trip to the sandbar in Islamorada. We hope to come back again some time soon!
The exterior of the condominium complex is shown, featuring multiple levels with balconies overlooking the water. Palm trees line the waterfront, providing a tropical ambiance. The marina is visible in the foreground, with docked boats and calm waters reflecting the clear sky.
Resort in Key West
4.67 out of 5 average rating, 3 reviews

Studio - Hyatt Residence Club Key West

KatherineRating, 5 stars40 months ago
Great location and beautiful property! We’ll be back! Anthony was an excellent host!
A large outdoor pool is surrounded by lush palm trees and lounge chairs. Guests are seen enjoying the refreshing water. The three-story building in the background features balconies with blue railings, indicating a tropical atmosphere near the water.
Resort in Key West
5 out of 5 average rating, 5 reviews

The Galleon, Key West

KimmyRating, 5 stars9 months ago
We have been visiting key west for 25+ years and always stay at the galleon. There is no better place in key west. You arrive park your car and can walk to everything for your entire stay. We will absolutely be back. Thanks Roger for a smooth booking process.

Quick stats about resort rentals in Key West

  • Total rentals

    70 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    170 reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with a pool

    70 properties have a pool

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Key West
  6. Resort rentals