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.

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Guest favorite

Tiny home in Cutler Bay

4.99 out of 5 average rating, 160 reviews

Quiet tropical Oasis setting with 1 bed and 1 bath

Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

Oct 20 – 27

ﺩ.ﺇ543 per night

Guest favorite

Treehouse in Cutler Bay

4.93 out of 5 average rating, 123 reviews

Cozy Treehouse in Private Garden, Pool & Hot Tub

Read entire listing for FAQ Contact AIRBNB for changes to your reservation We welcome all! Come reconnect with yourself and nature in this Zen garden. Surrounded by love, peace, nature in peaceful surroundings Located between Miami Beach & The Keys Beautiful & Quiet Residential Area South of Miami Close to all major roads. *this is a treehouse, so it is a small space, FULL SIZE bed (54 x 75 inches). Private bathroom adjacent to treehouse. Look at our other listings in main house.

Jul 9 – 16

ﺩ.ﺇ434 per night

Guest favorite

Guesthouse in Miami

4.96 out of 5 average rating, 168 reviews

Cozy private guest studio

Welcome! This is a private guesthouse located in a quiet neighborhood. Accommodations are with a private entrance and parking space to make you feel at home. We are located near a major expressway. We have a pool; The POOL is a SWIM AT YOUR OWN RISK. It is shared with Owner. Enjoy a smoke free cottage. Ashtrays are provided outside for those guest that do smoke. We provide a queen size bed and a couch/bed. This space is perfect and comfortable for two guest.Please NO children and NO animals.

Sep 10 – 17

ﺩ.ﺇ380 per night

Guest favorite

Home in Cutler Bay

5.0 out of 5 average rating, 124 reviews

Private Villa Pool Spa Games-Beach

Located within a private cul-de-sac with no neighbors in sight is this modern, contemporary home with everything you could possibly need for a relaxing stay. Enjoy resort-style living at its finest with open plan living, a gourmet kitchen, 5 stylish bedrooms & a glamorous outdoor oasis with salted heated pool, sunbeds, cabanas a basketball court, a playground, pool table & so much more! Amazing designed and decorated home with top High end Furnitures that will Provide you a unique Stay. #miami

Nov 6 – 13

ﺩ.ﺇ3,102 per night

Guest favorite

Home in Palmetto Bay

4.92 out of 5 average rating, 173 reviews

Hamilton House Tropical Oasis in Miami-Heated Pool

Hamilton House Miami is a spectacular tropical oasis, featuring privacy electric gates, 6 bedrooms, 3.5 baths, with a Jaccuzzi in the master. Close to Airport, Cruise Port, South Beach, all hot spots. All rooms have King beds.The house is open concept, featuring a custom kitchen, game room w/Billiards & Dominoes, Ping Pong & high speed Wifi.Heated pool has slide,waterfall & salt filter system which eliminates harsh chlorine. Lots Tiki, fridge, sunbeds, outdoor kitchen, Brazilian BBQ & Smoker.

Apr 9 – 16

ﺩ.ﺇ3,367 per night

Superhost

Home in Cutler Bay

5.0 out of 5 average rating, 118 reviews

Amazing Home Miami with Heated Pool & Plays

5 bedrooms / 3 bathrooms 2800 interior sq. ft 11,800 sq. ft Heated pool/Pool Table/Outdoor Kitchen with BBQ/Playground/Basketball Court/Outdoor Dining Table/mini beach/Mega Chess/Mini golf/Foosball/Fire Pit/Sleeps 17 Come enjoy your next vacation in this beautiful modern property. Located in a wonderful and safe area,. The house has a fully equipped kitchen, smart TV in all bedrooms and living room, heated pool for you to enjoy the eternal Florida summer,Visiting Downtown Miami,South beach

Feb 8 – 15

ﺩ.ﺇ2,068 per night

Guest favorite

Guest suite in Miami

4.9 out of 5 average rating, 357 reviews

Cozy Suite -Exterior Entrance, SelfCheckin

If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Room for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. You’ll feel Safe and Welcome here! -GATEWAY to the Keys and Everglades -Private Entrance -Self Check-in -Free Parking -Fast WIFI -Bathroom with 2 sinks -SWIMMING POOL -Central A/C -HBO TV -Refrigerator -Ceiling Fan -Closet Space -Ceramic Tile Floors -Iron & Board -Towels & Bath essentials -Hair dryer

Oct 14 – 21

ﺩ.ﺇ327 per night

Guest favorite

Home in Miami

4.96 out of 5 average rating, 320 reviews

The Miracle Cottage & Pool on Acre Miami Florida

Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

Jan 27 – Feb 3

ﺩ.ﺇ639 per night

Superhost

Home in Cutler Bay

4.99 out of 5 average rating, 149 reviews

Luxe 5BR/Pool /Jacuzzi/ Basketball/Miami

Heated pool/Jacuzzi/Basketball court/5BR Luxurious for a relaxing vacation, enjoying the warm weather of Miami. In this space you can enjoy a large heated pool and Jacuzzi with umbrellas, loungers and tables to enjoy a snack. All decorated with great taste and care in each of the rooms. In addition, for sports lovers, we have a basketball court. The perfect space for your family and friends. We are available 24 hours a day for any questions.

Nov 3 – 10

ﺩ.ﺇ2,376 per night

Guest favorite

Farm stay in Homestead

4.92 out of 5 average rating, 156 reviews

Arritola B&B Ranch, is a unique farm experience!

Beautiful farm, with large heated pool and a lush tropical landscape. Your guest house is in the back of the property next to the chicken coop. The goats, pigs, bunnies and other small farm animals are friendly and will enjoy your company. This is the perfect spot for tourism as we’re within minutes of the Everglades National park, Florida Keys, Biscayne National Park, and much more. Owners live in the main house. You rent the guest house.

Jun 29 – Jul 6

ﺩ.ﺇ1,331 per night

Guest favorite

Condo in Miami

4.96 out of 5 average rating, 276 reviews

Marriott Villas and Doral 2BD sleeps 8

Located in one of the most prestigious areas of Miami, Marriott's Villas at Doral are a tranquil hideaway; only 13 miles from the sizzling excitement of Miami Beach, yet a world away. Sharing the 650-acre lush landscape is the celebrated Trump National Doral Miami, a Trump-managed resort. There, you have access to four championship courses, a classic European spa, a water recreation playground and several restaurants.

Aug 4 – 9

ﺩ.ﺇ551 per night

Guest favorite

Home in Miami

4.98 out of 5 average rating, 147 reviews

Beautiful and Spacious 4-Bedroom Heated Pool

Bring your friends and family to this great place with lots of room for fun. Conveniently located near some of south Florida's best attractions, we welcome you and your folks to relax, cook, and swim. Full of fruit trees and green grass, you would never guess that you are just minutes away from the highway. También hablamos español! Escríbanos para más información.

Apr 12 – 19

ﺩ.ﺇ1,323 per night