
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

Spacious MIAMI private home with pool and parking.

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

Private Pool and Tropical Garden Oasis

Charming house with private pool & large patio

La Paloma

Luxury Oasis in Brickell - Only 3 min to Ocean

BellaMoon Oasis Miami

Cozy house
Condo rentals with a pool

Feels Like Summer ~ Panoramic Water Views! 2BR

*Heart of Coconut Grove, terrace, pool, park free

Fontainebleau Jr. Suite King Bed with Ocean Views.

Stylish designer condo in the heart of Brickell

Luxury 1 Bedroom Apartment on Brickell Ave

Penthouse 1909 Ocean and Bay View 1BD Monte Carlo

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

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

Tropical Paradise | Best Location, Heated Pool+Spa

Modern Casita

Family retreat oasis, heated pool, jacuzzi & grill

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

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

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

Relaxing 1 bedroom apartment with swimming pool!

Oasis&Art/ArtificialBeach/HeatedPool/MiniGolf
Quick stats about vacation rentals with a pool in Cutler Bay
Total rentals
60 properties
Nightly prices starting at
$56 CAD before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
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- House rentals Cutler Bay
- Pet-friendly rentals Cutler Bay
- Rentals with a washer and dryer Cutler Bay
- Rentals with a firepit Cutler Bay
- Rentals with outdoor seating Cutler Bay
- Rentals with a patio Cutler Bay
- Beachfront rentals Cutler Bay
- Family-friendly rentals Cutler Bay
- Rentals with lake access 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
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Ocean Terrace Public Beach
- Dania Beach
- Trump National Doral Miami
- Phillip and Patricia Frost Museum of Science
- Jungle Island
- Key Biscayne Beach
- Broward Center for the Performing Arts
- Crandon Beach
- Gulfstream Park Racing and Casino
- Biltmore Golf Course Miami
- Miami Beach Golf Club
- Coral Castle