Vacation rentals in Cutler Bay

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Top-rated vacation rentals in Cutler Bay

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Guest favorite
A refreshing outdoor pool is framed by palm trees and a surrounding patio of laid stones. Two loungers are positioned partially submerged in the water, complemented by a large umbrella for shade. The clear sky is visible above.
Home in Cutler Bay
4.96 out of 5 average rating, 148 reviews

King Bed Home by the Bay FAST WI-FI & Coffee

Whether you are visiting the Florida Keys, the beaches of Miami, or looking for a comfortable staycation, discover what South Florida has to offer while feeling at home. You'll be located near Southland Mall, The Falls Shopping Center, Black Point Marina, Miami Metro Zoo, Deering Estates, the Dennis C. Moss Arts Center and more! ❧ 48 minutes from the Florida Keys. ❧ 37 minutes from Miami Beach. ❧ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.

Top guest favorite
An outdoor space is highlighted by a wooden picnic table and a cozy sofa underneath a large umbrella. String lights are illuminated above, creating a warm ambiance. Stepping stones set in dark rocks lead through the greenery, providing a tranquil setting for relaxation.
Villa in Homestead
4.99 out of 5 average rating, 157 reviews

The Pass Through - Brand New 2 | 1 Modern Villa

The Pass-Through is a cozy home located off of Florida’s Turnpike. Perfect if you’re looking for a pit stop when headed down to the Florida Keys or if you want to stay for a few days to explore Miami. Only a few minutes from Black Point Marina, where you can enjoy waterfront ambiance with outdoor seating, food, drinks, live band, and take your boat out for a ride to Biscayne Nat'l Park or Everglades Nat'l Park.Close to Florida’s Outlet Mall, authentic restaurants, wineries, freshfarms, and more.

Guest favorite
The treehouse stands surrounded by lush greenery and vibrant flowers. A set of stairs leads up to the entrance, which is framed by tropical plants. Decorative stones and a pathway enhance the serene garden setting, creating a tranquil environment.
Tiny home in Cutler Bay
4.93 out of 5 average rating, 131 reviews

Cozy Treehouse in Private Garden, Pool

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.

Top guest favorite
The exterior of a private guesthouse is showcased, surrounded by lush greenery and tropical plants. Screened windows provide a view of the outdoors while offering a sense of openness. The building is designed with a light-colored façade, blending harmoniously with the natural setting.
Guesthouse in Miami
4.97 out of 5 average rating, 204 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.

Top guest favorite
A serene outdoor space includes a swimming pool surrounded by terracotta tiles and lush tropical vegetation. A tiki hut is positioned in the background, with an evening sky showcasing warm tones of orange and yellow. Soft furnishings and a relaxed seating area are visible nearby.
Tiny home in Cutler Bay
4.98 out of 5 average rating, 252 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.

Guest favorite
A light-filled living area features a comfortable sectional sofa in white, complemented by a circular coffee table. A flat-screen TV is mounted on the wall, and a ceiling fan adds to the airy feel. A large window provides views of the greenery outside.
Home in Miami
4.9 out of 5 average rating, 216 reviews

Miami Oasis: Chill, Shop & Relax

Dive into Miami's charm at our elegant family oasis, minutes from top shopping and eateries. Nestled in a serene enclave, this home is a fusion of luxury and comfort, ideal for those seeking a unique Airbnb experience. Revel in South Florida's warmth without the city's chaos. Positioned near attractions like the Miami Zoo, 30 mins from Downtown. It's both a haven and a hub. Here, we've perfected the art of hospitality, ensuring a stay that feels just like home, but with an added touch of magic.

Superhost
Home in Cutler Bay
4.85 out of 5 average rating, 181 reviews

Miami Villa w/ Heated Pool, Games & BBQ 5BR

5 bedrooms / 3 bathrooms 2552 interior sq. ft 11,800 sq. ft Heated pool, Pool Table, Outdoor Kitchen with BBQ, Playgroun, Half Basketball Court, Outdoor Dining Table, mini beach, Mega Chess, Mini golf, Foosball, Fire Pit 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

Top guest favorite
The entrance of the property is framed by mature palm trees and lush landscaping, showcasing vibrant greenery. A large half-circle driveway leads up to the house, highlighted by a smooth, paved surface. The warm-toned exterior of the home is visible, inviting guests into a tranquil setting.
Guest suite in Miami
4.91 out of 5 average rating, 419 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

Top guest favorite
A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.
Home in Miami
4.97 out of 5 average rating, 392 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.

Top guest favorite
A contemporary bedroom features a queen bed with a patterned bedspread under a high, wooden ceiling. A large wall-mounted TV and a comfortable seating area, including a bright yellow chair, complement the space. Natural light enters through a high window, illuminating an area rug.
Apartment in Palmetto Bay
4.84 out of 5 average rating, 276 reviews

Modern apartment in Palmetto Bay

Welcome to my contemporary one bedroom, one bathroom apartment located in Palmetto Bay. Private entrance. Fully renovated. Equipped Kitchen. Modern bathroom, Very peaceful neighborhood. Close to the US 1 and Turnpike Hwy. Parking spot. - 20 minutes from Miami International Airport. - 2 minutes away from The Falls Mall. - 15 minutes away from UM (University of Miami) - Few blocks away from Jackson South Hospital.

Guest favorite
Guest suite in Homestead
4.89 out of 5 average rating, 449 reviews

Tranquil Retreat with Vintage Charm

🌴 Retreat to a private guest suite in one of the area’s safest communities, just north of Key Largo. With a plush bed, upscale amenities, and a Smart TV, you’ll enjoy boutique comfort in a prime location—minutes from Everglades and Biscayne National Parks, and a short drive to Miami or the Florida Keys. Perfect for travelers who want both style and convenience. ✨ 💝

Guest favorite
A well-lit studio room features a full-size bed with light bedding topped by two pillows. A small dining area with two chairs and a round table is positioned near the window, which is covered by bright, modern shades. Storage is provided by a closet.
Guesthouse in Miami
4.96 out of 5 average rating, 227 reviews

Alma

This completely new studio has a private entrance and private outdoor space to enjoy your stay in Miami. Located at Palmetto Bay, in a very quiet area between Key Largo and Downtown Miami, perfect for travelers that planning visiting Miami, Everglades, the Keys, and our great Beaches. This cozy space is perfect for couples, solo adventures, and business travelers.

Popular amenities for Cutler Bay vacation rentals

When is the best time to visit Cutler Bay?

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Avg. priceG$36,812 GYDG$37,648 GYDG$41,413 GYDG$36,603 GYDG$33,465 GYDG$31,374 GYDG$37,021 GYDG$31,374 GYDG$31,374 GYDG$34,093 GYDG$32,838 GYDG$37,648 GYD
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Frequently Asked Questions

  • Do house rentals in Cutler Bay have air conditioning?

    Absolutely! We offer over 90 house rentals with air conditioning in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Cutler Bay?

    Experience the best of Cutler Bay with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Cutler Bay house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 house rentals with pools in Cutler Bay, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Cutler Bay have a kitchen?

    Absolutely! We offer over 80 house rentals with a kitchen in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Cutler Bay?

    Four-legged friends are welcome in Cutler Bay. Choose from more than 40 house rentals for guests traveling with pets.

  • What are the most popular amenities for House Rentals in Cutler Bay?

    Enhance your stay in our House Rentals with the most popular amenities: over 90 homes with wifi, over 80 homes with a kitchen, over 90 homes with air conditioning, over 90 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly house rentals in Cutler Bay?

    Cutler Bay has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there house rentals with a dedicated workspace in Cutler Bay?

    Yes! Work meets play with ease at over 50 house rentals in Cutler Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Cutler Bay have wifi?

    Absolutely! We offer over 90 house rentals with wifi in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cutler Bay have free parking?

    Absolutely! We offer over 90 house rentals with free parking in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Cutler Bay

  • Total vacation rentals

    Explore 140 vacation rentals in Cutler Bay

  • Nightly prices starting at

    Cutler Bay vacation rentals start at G$4,183 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,910 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Cutler Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cutler Bay rentals

  • 4.7 Average rating

    Cutler Bay stays receive an average rating of 4.7 out of 5 from guests

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