
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

Welcome to Waltonhurst

Close to Florida Keys|5 Min to Marina|Heated Pool

Spanish House 3 Bedroom Pool House

Private Pool and Tropical Garden Oasis

Luxury Home Racket Sports Gym BBQ Baby Essentials

South Miami Gem!

Miami Getaway - Heated Pool, BBQ, Washer & Dryer

Luxury Oasis in Brickell - Only 3 min to Ocean
Condo rentals with a pool

Luxury PH at Brickell Bay-Amazing MIAMI City VIEWS

Incredible 49th Flr Bay & Pool Views | Free Spa!

Icon Brickell (W) Huge unit with bay & river views

Luxury Condo in Hotel, amenities Downtown/Brickell

Front Facing Top Floor Penthouse with Ocean Views

Penthouse 1909 Ocean and Bay View 1BD Monte Carlo

Upper Penthouse Corner Unit 2B/2B | Icon Brickell

SF Beautiful Blue & Gold Studio with Ocean View
Other vacation rentals with a pool

Modern Casita

Spacious MIAMI private home with pool and parking.

Casa Luna |Heated Pool |Private Retreat | 4BR

Maresma | 14PPL | Cinema | Pool | Games | Gym

10 PPL | Luxury Farm | 20 Min Keys | Games | Event

My beautiful home

Glamping Paradise in Cutler Bay

*New* 4BRM in Miami w/POOL/Arcade/MassageChair
Quick stats about vacation rentals with a pool in Cutler Bay
Total rentals
60 properties
Nightly prices starting at
€ 43 before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Seminole Vacation rentals
- Miami Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Beachfront rentals Cutler Bay
- Rentals with a patio Cutler Bay
- Pet-friendly rentals Cutler Bay
- Rentals with a fire pit Cutler Bay
- Rentals with outdoor seating Cutler Bay
- Family-friendly rentals Cutler Bay
- Rentals with a washer and dryer Cutler Bay
- Rentals with lake access Cutler Bay
- House rentals Cutler Bay
- Rentals with pools Miami-Dade County
- Rentals with pools Florida
- Rentals with pools United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Everglades National Park
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Miami Design District
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Dania Beach
- Ocean Terrace Public Beach
- Trump National Doral Miami
- Phillip and Patricia Frost Museum of Science
- Broward Center for the Performing Arts
- Jungle Island
- Miami Beach Golf Club
- Key Biscayne Beach
- Crandon Beach
- Gulfstream Park Racing and Casino
- Biscayne National Park
- Biltmore Golf Course Miami