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Vacation rentals in Cutler Bay

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cutler Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Homestead

4.9 out of 5 average rating, 305 reviews

Honeymoon Suite~Beach essentials & free parking

🌴Come and relax in our clean and cozy private guest suite, nested within a beautiful and safe gated community. Located just north of Key Largo, near Everglades National Park and Biscayne National Park. Whether you plan on exploring the fun city of Miami or enjoy the gorgeous Florida Keys, you will be in a great central location! Our guest suite has a luxurious and comfortable bed, high end amenities and a Smart TV. Everything you need to unwind, relax and recharge after a fun day of exploring! 😴

Nov 7 – 14

€ 116 per night
Guest favorite

Tiny home in Cutler Bay

4.99 out of 5 average rating, 148 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.

Aug 5 – 12

€ 155 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.

May 30 – Jun 6

€ 150 per night

Popular amenities for Cutler Bay vacation rentals

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

Guest suite in Homestead

4.99 out of 5 average rating, 245 reviews

beautiful private king studio on nearly 5 acres

Feb 18 – 25

€ 115 per night
Guest favorite

Home in Miami

4.96 out of 5 average rating, 315 reviews

The Miracle Cottage & Pool on Acre Miami Florida

Mar 20 – 27

€ 197 per night
Guest favorite

Guesthouse in Miami

4.96 out of 5 average rating, 206 reviews

Alma

Dec 3 – 10

€ 98 per night
Guest favorite

Guesthouse in Miami

4.96 out of 5 average rating, 163 reviews

Cozy private guest studio

Sep 2 – 9

€ 112 per night
Guest favorite

Farm stay in Homestead

4.95 out of 5 average rating, 150 reviews

Beautiful getaway in the heart of the Redlands

Oct 1 – 8

€ 169 per night
Guest favorite

Vacation home in Homestead

4.89 out of 5 average rating, 114 reviews

Beautiful Cozy Apartment.

May 24 – 31

€ 123 per night
Guest favorite

Apartment in Cutler Bay

4.91 out of 5 average rating, 32 reviews

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

Oct 31 – Nov 7

€ 126 per night
Guest favorite

Guesthouse in Cutler Bay

4.97 out of 5 average rating, 36 reviews

Neighborly Nest

May 17 – 24

€ 124 per night
Superhost

Apartment in Cutler Bay

4.8 out of 5 average rating, 51 reviews

Sunny Suite for Two Miami Lakeside & Relaxing Pool

Sep 29 – Oct 6

€ 145 per night
Guest favorite

Guesthouse in Miami

4.9 out of 5 average rating, 42 reviews

Modern, quiet, private studio

May 21 – 28

€ 80 per night
Guest favorite

Apartment in Quail Heights

5.0 out of 5 average rating, 12 reviews

NEAR MIAMI ZOO cozy studio+parkg

Dec 27 – Jan 3

€ 99 per night
Guest favorite

Guesthouse in Miami

4.94 out of 5 average rating, 36 reviews

Comfortarte

Jul 23 – 30

€ 128 per night

Quick stats about vacation rentals in Cutler Bay

Total rentals

120 properties

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

50 properties allow pets

Family-friendly rentals

60 properties are a good fit for families

Total number of reviews

4.9K 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 private suite rentals in Cutler Bay have a kitchen?

    Absolutely! We offer over 10 private suite 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 50 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 air conditioning, over 10 homes with a kitchen, 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 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.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Miami-Dade County
  5. Cutler Bay