Vacation rentals in Cutler Bay

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Top-rated vacation rentals in Cutler Bay

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Guest favorite

Tiny home in Cutler Bay

4.99 out of 5 average rating, 151 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.

Sep 3 – 10

€ 159 per night

Guest favorite

Guest suite in Homestead

4.93 out of 5 average rating, 411 reviews

Full Private Cozy Studio/ Loaded with Amenities

Cozy Private Studio Completely Independent From House. New Comfortable Queen Size Foam Mattress. A small Kitchen Area with an dining counter top. Has Microwave, Hot Plate, Toaster oven, Toaster, K-cup Coffee maker, Pots and pans, Utensils and Fridge/Freezer. With Coffee's Hot Chocolate, ETC.. "Full Cable with Premium Channel & Netflix ", "High Speed Internet" Blue ray/DVD Player and Bluetooth CD Stereo Radio. Private Shower and an Outside Private Patio Area. Home Away from Home! Read Our Reviews

Dec 27 – Jan 3

€ 79 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.

Apr 24 – May 1

€ 144 per night

Guest favorite

Home in Cutler Bay

5.0 out of 5 average rating, 122 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

Dec 13 – 20

€ 906 per night

Guest favorite

Guest suite in Miami

4.89 out of 5 average rating, 329 reviews

Guestsuit- Exterior Entrance, SelfCheckin.

If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Place 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 -Swimming Pool -Central A/C -Ceiling fan -Kitchenette -Refrigerator -Microwave -Coffee maker -Netflix-HBO TV -Ceramic Tile Floors -Full Closet -Towels/Bath essentials -Iron & Board

Oct 2 – 9

€ 110 per night

Superhost

Home in Cutler Bay

5.0 out of 5 average rating, 115 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

Jan 10 – 17

€ 615 per night

Guest favorite

Guest suite in Miami

4.98 out of 5 average rating, 116 reviews

Modern Guest Suite with Private Outdoor Area!

Welcome Home! This private 1/1 unit is located in a quiet residential neighborhood. Accommodations include private entrance and 2 parking spaces. You will be able to sit back and relax in this calm and stylish space. We are centrally located near major expressways, casinos, airports, Miami Beach, Wynwood, the FL Keys, Cosmetic surgery Centers, and shopping centers. We can pick you up at the airport per request and availability. Great place for the family, friends, travel nurses or Dolls!

Jun 3 – 10

€ 128 per night

Guest favorite

Guest suite in Princeton

4.96 out of 5 average rating, 349 reviews

★OUR HOUSE ANNEX★ Homey~Clean~Trendy~5*hosting

Trendy 1 bedroom, living room and bathroom apartment attached to our house. Has separate entrance with key pad, kitchen & cozy patio area in a peaceful residential neighborhood right off the Florida turnpike exit 9 close to Florida Keys & Everglades. Being a family ourselves we understand it might be easier to stay at a comfort of a home vs hotel, but also potential for noise with our lively 11 year old son. We are available to offer tips on local shopping, activities, beaches etc.

Jan 4 – 11

€ 112 per night

Superhost

Guest suite in Cutler Bay

4.78 out of 5 average rating, 281 reviews

Private Waterfront Studio Paradise

Casa Cocos is a private studio, with a private entrance, bathroom and kitchenette, and free and secure parking. It is nestled in Florida's tropical waterfront paradise. Come enjoy the views of the garden, go for a swim, paddle board, canoe, kayak, grill, take a nap in a hammock, and just relax. Casa Cocos is surrounded by nearby restaurants, bars, retail stores, malls all within walking distance or a short drive. 30 minutes to airport, downtown, South Beach, Keys, and Everglades.

Mar 1 – 8

€ 188 per night

Guest favorite

Home in Miami

4.96 out of 5 average rating, 318 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.

Nov 27 – Dec 4

€ 201 per night

Superhost

Guest suite in Miami

4.87 out of 5 average rating, 175 reviews

Miami Vibes -Large HOT TUB, Privacy, Clean

Comfortable 1 bedroom guest suite. Full bathroom with toiletries, full kitchen with amenities, walk-in closet. Perfect for up to 3 guests. Private entrance, private patio with large hot tub. Short distance from all of Miami's best attractions. Shopping malls, restaurants, nightclubs, bars/pubs, art centers, bicycle trails, beautiful parks, and bay views under 5-10 minutes away. Midpoint between Miami Beach and the Florida Keys.

Aug 16 – 23

€ 115 per night

Superhost

Guest suite in Miami

4.84 out of 5 average rating, 428 reviews

Private 1bd/1bath guest suite.

We are a great location for day trips to Key Largo and the rest of the Keys as well as the Everglades. Cozy 1 bedroom studio apartment with a private entrance, bathroom, and kitchen. It is located in a very quiet area of Cutler Bay, between Key Largo and Downtown Miami. This space is perfect for travelers that prefer a peaceful retreat.

Jul 29 – Aug 5

€ 82 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Cutler Bay vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Cutler Bay's top sights

Southland Mall67 locals recommend

South Miami-Dade Cultural Arts Center26 locals recommend

Applebee's Grill + Bar13 locals recommend

Pollo Tropical17 locals recommend

Regal Southland Mall7 locals recommend

Sky Zone Cutler Bay8 locals recommend

Other great vacation rentals in Cutler Bay

Guest favorite

Bungalow in Homestead

4.92 out of 5 average rating, 372 reviews

Redlands Bungalow

Aug 12 – 19

€ 157 per night

Superhost

Apartment in Princeton

4.83 out of 5 average rating, 120 reviews

Retreat entire apartment (not shared)

Aug 4 – 11

€ 97 per night

Superhost

Home in Cutler Bay

4.99 out of 5 average rating, 149 reviews

Luxe 5BR Pool Jacuzzi Basketball

May 24 – 31

€ 606 per night

Guest favorite

Farm stay in Homestead

4.95 out of 5 average rating, 154 reviews

Beautiful getaway in the heart of the Redlands

Sep 28 – Oct 5

€ 173 per night

Guest favorite

Tiny home in Cutler Bay

4.89 out of 5 average rating, 9 reviews

Cutler Bay Cottage

Oct 5 – 12

€ 104 per night

Guest favorite

Apartment in Cutler Bay

4.88 out of 5 average rating, 34 reviews

The Palms !! Guesthouse with space for you boat !!

Oct 19 – 26

€ 129 per night

Guest favorite

Guesthouse in Cutler Bay

4.95 out of 5 average rating, 39 reviews

Neighborly Nest

May 24 – 31

€ 122 per night

Superhost

Apartment in Cutler Bay

4.79 out of 5 average rating, 52 reviews

Sunny Suite for Two Miami Lakeside & Relaxing Pool

Aug 20 – 27

€ 149 per night

Show all

Quick stats about vacation rentals in Cutler Bay

Total rentals
110 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
5.1K reviews

Frequently Asked Questions

Do private suite rentals in Cutler Bay have air conditioning?
Absolutely! We offer over 10 private suite 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 private suite rentals in Cutler Bay?
Experience the best of Cutler Bay with our private suite rentals, starting at about $40 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 vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes 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 60 house rentals with a kitchen in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Cutler Bay?
Four-legged friends are welcome in Cutler Bay. Choose from more than 40 vacation rentals for guests traveling with pets.
What are the most popular amenities for Private Suite Rentals in Cutler Bay?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Cutler Bay?
Cutler Bay has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Cutler Bay?
Yes! Work meets play with ease at over 60 vacation 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 80 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 80 house rentals with free parking in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Cutler Bay

Top-rated vacation rentals in Cutler Bay

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Cutler Bay vacation rentals

Stay near Cutler Bay's top sights

Other great vacation rentals in Cutler Bay

Bungalow in Homestead

Apartment in Princeton

Home in Cutler Bay

Farm stay in Homestead

Tiny home in Cutler Bay

Apartment in Cutler Bay

Guesthouse in Cutler Bay

Apartment in Cutler Bay

Quick stats about vacation rentals in Cutler Bay

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do private suite rentals in Cutler Bay have air conditioning?

How much does it cost to stay in private suite rentals in Cutler Bay?

Are there Cutler Bay vacation rentals on Airbnb with pools?

Do house rentals in Cutler Bay have a kitchen?

Are there pet-friendly vacation rentals in Cutler Bay?

What are the most popular amenities for Private Suite Rentals in Cutler Bay?

Are there family-friendly vacation rentals in Cutler Bay?

Are there vacation rentals with a dedicated workspace in Cutler Bay?

Do house rentals in Cutler Bay have wifi?

Do house rentals in Cutler Bay have free parking?

Destinations to explore