
Holiday 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.
Holiday 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

Andy Resort Inc-Flash Sale

Family retreat oasis, heated pool, jacuzzi & grill

South Miami Gem!

Escape to Miami/Heather+Pool/9pl/BBQ/pool table

Waterfront Kayak Mini Golf | Tiki Hut, Sleeps 11

Charming house with private pool & large patio

Luxury Oasis in Brickell - Only 3 min to Ocean

BellaMoon Oasis Miami
Apartment rentals with a pool

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

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

Luxury 1 Bedroom Apartment on Brickell Ave

Front Facing Top Floor Penthouse with Ocean Views

Penthouse 1909 Ocean and Bay View 1BD Monte Carlo

Stunning 2 bedroom+17 foot ceilings & heated pool

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

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

Modern Casita

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

Habitat Privé The Majestic Tree

Casa Luna |Heated Pool |Private Retreat | 4BR

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ

The Palms - Lux Home in Miami w Pool & Huge Patio

Glamping Paradise in Cutler Bay

3 Bedroom Miami Suite: Lakeside Pool Paradise
Quick stats about holiday rentals with a pool in Cutler Bay
Total rentals
60 properties
Nightly prices starting at
₹4,440 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
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- Rentals with a firepit Cutler Bay
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- Family-friendly rentals Cutler Bay
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- Rentals with pools Miami-Dade County
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- 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