Vacation rentals with a pool in Cutler Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cutler Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cutler Bay rentals with a pool
House rentals with a pool
Home in Miami
4.99 out of 5 average rating, 131 reviewsBy Luhos: Luxury House w/HeatedPool ,Jacuzzi & BBQ
Oct 24 – 31
Home in Miami
4.95 out of 5 average rating, 130 reviewsMiami Getaway - Heated Pool, BBQ, Washer & Dryer
Aug 26 – Sep 2
Home in Miami
5.0 out of 5 average rating, 238 reviewsModern,spacious Retreat !Salt water,heated pool!
Oct 22 – 29
Home in Miami
4.91 out of 5 average rating, 297 reviewsCharming house with private pool & large patio
Apr 25 – May 2
Home in Miami
4.98 out of 5 average rating, 107 reviewsKendall Keys Oasis w/ HEATED Pool Theater & Arcade
Aug 2 – 9
Home in Miami
4.94 out of 5 average rating, 150 reviewsPrivate Pool and Tropical Garden Oasis
Oct 6 – 13
Home in Miami
4.86 out of 5 average rating, 110 reviewsNew house with heated pool, basketball court.
Dec 14 – 21
Home in Cutler Bay
4.96 out of 5 average rating, 72 reviewsDouble King Home by the Bay FAST WI-FI & Coffee
Dec 10 – 17
Condo rentals with a pool
Condo in Miami
4.8 out of 5 average rating, 112 reviewsKEY BISCAYNE, beach apartment close to everything!
Aug 20 – 27
Condo in Miami
4.96 out of 5 average rating, 274 reviewsMarriott Villas and Doral 2BD sleeps 8
Sep 8 – 13
Condo in Key Biscayne
4.9 out of 5 average rating, 153 reviewsTurtle's Nest
Aug 20 – 27
Condo in Miami
4.94 out of 5 average rating, 114 reviewsAmazing spa pool view full apt at Icon Brickell
Sep 7 – 14
Condo in North Bay Village
4.86 out of 5 average rating, 237 reviewsGorgeous studio with water & downtown view.
Sep 1 – 8
Condo in Miami
4.93 out of 5 average rating, 266 reviewsCityView Balcony Pool& Hottub. Wi-Fi. Full Kitchen
Aug 18 – 25
Condo in Hollywood
4.9 out of 5 average rating, 154 reviewsBeach view condo on Hollywood Beach
Sep 13 – 20
Condo in Miami
4.79 out of 5 average rating, 111 reviewsBeautiful apartment in the heart of Kendall
Nov 2 – 9
Home rentals with a private pool
Home in Dania Beach
New place to stayNew Listing! Private Villa with Pool and Sauna
Sep 29 – Oct 6
Villa in Fort Lauderdale
Casa Lago
Jun 5 – 12
Condo in Miami
Luxury Tower Condo W Private Ocean View
Sep 1 – 8
Condo in Hollywood
Resort Condo Stunning White Sand Beaches
Dec 16 – 23
Condo in Hollywood
Ocean View 2 Bedroom at Hyde Beach Luxury Condo-Resort
Dec 15 – 22
Condo in Hollywood
Luxury Suite Condo W Resort Infinity Pool
Oct 29 – Nov 5
Condo in Sunny Isles Beach
Luxury Beach Suite In a 4 Star Family Resort
Apr 5 – 12
Condo in Sunny Isles Beach
Luxury Ultra Modern Condo W Park Views
Oct 28 – Nov 4
Quick stats about vacation rentals with a pool in Cutler Bay
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.8K reviews
Nightly prices starting at
$40 before taxes and fees
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