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, 155 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 5 – 12

G$30,237 GYD per night

Guest favorite

Guest suite in Homestead

4.93 out of 5 average rating, 412 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

Jul 29 – Aug 5

G$14,378 GYD per night

Guest favorite

Guesthouse in Miami

4.96 out of 5 average rating, 165 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 29 – Oct 6

G$21,154 GYD per night

Guest favorite

Bungalow in Homestead

4.92 out of 5 average rating, 374 reviews

Redlands Bungalow

Newly remodeled bungalow on 2 acres estate. Private entrance, yard with privacy fence and patio with gas grill and dining, all detached from main house. 10 mins walk to RF Orchids. 15 mins drive to Everglades or Biscayne Ntl Parks, 40 mins to the Keys and 45 mins to Miami and the beaches. Featuring 2 bdrms with superior quality mattress and TVs, Netflix included. New bathroom, washer/ dryer.The kitchen is equipped with a cook top, NO OVEN, microwave, dishwasher and a full size refrigerator.

Jun 20 – 27

G$27,315 GYD 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

Come and enjoy the tranquility of the agricultural Redlands, FL. located just minutes away from everything. Your relaxing oasis is located on a 5 acre tropical fruit farm, with over 10 different varieties of tropical and exotic fruit trees. During your stay you will be able to sample some of the exotic fruits that are in season such as longan, lychee, sugar apples, starfruit, watercoconuts, and avocados just to name a few . So come and Forget your worries in this spacious and serene space.

Nov 18 – 25

G$32,362 GYD per night

Guest favorite

Guest suite in Miami

4.98 out of 5 average rating, 117 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!

Jan 17 – 24

G$20,879 GYD per night

Guest favorite

Guest suite in Miami

4.9 out of 5 average rating, 355 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

Jul 16 – 23

G$17,346 GYD per night

Guest favorite

Guest suite in Princeton

4.96 out of 5 average rating, 350 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.

Mar 28 – Apr 4

G$21,240 GYD per night

Guest favorite

Home in Miami

4.96 out of 5 average rating, 319 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.

Aug 16 – 23

G$33,595 GYD per night

Guest favorite

Home in Miami

4.97 out of 5 average rating, 130 reviews

Feels just like home 🏠

You will feel at home because the studio has many amenities, easy to enter, total privacy located in one of the best areas of Miami. No traffic because it is a dead end street, very private but at the same time close to golf courses, tracks ice skating, parks, shopping centers and many restaurants of different cultures, near the Mikosukee casino resort, very close to Everglades safari park where you can enjoy a gator airboat tour

Aug 12 – 19

G$22,850 GYD 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.

May 29 – Jun 5

G$19,970 GYD per night

Guest favorite

Guest suite in Homestead

4.99 out of 5 average rating, 247 reviews

beautiful private king studio on nearly 5 acres

Close to Everglades National Park, Biscayne National Park, FL Keys, located in the Redland tropical agricultural area. This is a gated property with secure parking for campers, boats, trailers, etc. The studio is totally renovated with the highest quality of materials. Fruit is available to guests when in season and there is usually something in season during the year.

Mar 28 – Apr 4

G$22,489 GYD 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

Villa in Cutler Bay

4.93 out of 5 average rating, 140 reviews

Luxurious house with pool and recreational areas.

Dec 9 – 16

G$179,155 GYD per night

Superhost

Home in Cutler Bay

5.0 out of 5 average rating, 116 reviews

Amazing Home Miami with Heated Pool & Plays

Aug 7 – 14

G$127,971 GYD per night

Guest favorite

Guesthouse in Miami

4.96 out of 5 average rating, 208 reviews

Alma

Mar 22 – 29

G$17,165 GYD 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

Jun 29 – Jul 6

G$24,903 GYD per night

Guest favorite

Guesthouse in Cutler Bay

4.95 out of 5 average rating, 39 reviews

Neighborly Nest

Jul 14 – 21

G$22,078 GYD per night

Guest favorite

Tiny home in Cutler Bay

4.9 out of 5 average rating, 10 reviews

Cutler Bay Cottage

Aug 4 – 11

G$18,166 GYD 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 !!

Feb 23 – Mar 2

G$22,981 GYD per night

Guest favorite

Guesthouse in Quail Heights

4.98 out of 5 average rating, 43 reviews

Relaxing 1 bedroom apartment with swimming pool!

Oct 21 – 28

G$27,343 GYD 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 house rentals in Cutler Bay have air conditioning?
Absolutely! We offer over 80 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 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 free parking, over 10 homes with wifi, over 10 homes with air conditioning, 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 private suite rentals in Cutler Bay have free parking?
Absolutely! We offer over 10 private suite 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

Villa in Cutler Bay

Home in Cutler Bay

Guesthouse in Miami

Treehouse in Cutler Bay

Guesthouse in Cutler Bay

Tiny home in Cutler Bay

Apartment in Cutler Bay

Guesthouse in Quail Heights

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 house 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 private suite rentals in Cutler Bay have free parking?

Destinations to explore