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Cutler Bay, FL 33190
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The Isles At Bayshore Real Estate For Rent

The Isles At Bayshore  contains (10) subdivisions 
Entry-Level
Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
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For Sale
46
$255K–$675K
For Rent
21
+2$2.1K–$3.6K
Avg. Price
$372.5K
Current Ask
Avg. Days
105
On Market
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Unfurnished
Trellis At Isles Of Bayshore, 8936 SW 228th Ln, Cutler Bay, Florida 33190, image 1
$3,600
  • 4 Beds
  • 21/2 Baths
  • 2,445 SqFt
  • $1.47/SqFt
Entry-Level
House for rent in Trellis At Isles Of Bayshore
8936 SW 228th Ln, Cutler Bay, FL 33190
Listing Courtesy Of: LoKation
Welcome home to this beautifully maintained 4-bedroom, 2.5-bathroom single-family residence located in the highly sought-after lakes by the bay community in cutler bay. Offering a bright and expansive floor plan, this property is perfectly designed for both comfortable daily living and entertaining. The home features a classic exterior with an attached two-car garage and ample driveway parking. Inside, enjoy a layout that maximizes space and natural light, flowing seamlessly from the living areas to the bedrooms. Step outside to discover a large, private backyard—providing a perfect secluded retreat for relaxing, outdoor dining, or entertaining guests.
Unfurnished
The Courts At Isles Of Bayshore, 22721 SW 88th Pl #11-19, Cutler Bay, Florida 33190, image 1
$2,350
  • 3 Beds
  • 21/2 Baths
  • 1,515 SqFt
  • $1.55/SqFt
Entry-Level
Townhouse for rent in The Courts At Isles Of Bayshore
22721 SW 88th Pl #11-19, Cutler Bay, FL 33190
Listing Courtesy Of: Zion Realty Corp
Beautifully remodeled two-story townhome-style condo 3-bedroom, 2.5 bath located in the gated community of the courts at bayshore, near black pointe marina, shopping, and schools. This property features an open kitchen and living areas, good size bedrooms with spacious walk-in closets. Gorgeous resort style pool & club house.
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Unfurnished
The Palms At Isles Of Bayshore, 8885 SW 221st Ter, Cutler Bay, Florida 33190, image 1
$2,750$150
  • 3 Beds
  • 21/2 Baths
  • 1,705 SqFt
  • $1.61/SqFt
Entry-Level
Townhouse for rent in The Palms At Isles Of Bayshore
8885 SW 221st Ter, Cutler Bay, FL 33190
Listing Courtesy Of: Equinox Real Estate Group Inc
Move in with first and security deposit! Welcome to cutler bay. This spacious 3 bed 2.5 bath townhome is just steps from the gorgeous community pool, or head over to the main clubhouse and enjoy the resort style pool, fitness center, and amenities in isles at bayshore. This townhome is perfect for families, pet friendly, with security. It is clean and well maintained with spacious 1 car garage and pavered back yard. Washer and dryer upstairs next to the bedrooms. Minutes from highways, publix shopping centers, blackpoint marina and excellent schools. Get on your golf cart and live the cutler bay lifestyle.
Unfurnished
The Courts At Isles Of Bayshore, 22501 SW 88th Pl #10-25, Cutler Bay, Florida 33190, image 1
$2,450$350
  • 3 Beds
  • 2 Baths
  • 1,515 SqFt
  • $1.62/SqFt
Entry-Level
Townhouse for rent in The Courts At Isles Of Bayshore
22501 SW 88th Pl #10-25, Cutler Bay, FL 33190
Listing Courtesy Of: Filardo Realty LLC
Spacious 3-bedroom, 2.5-bath, two-story townhome (˜1, 515 sf) in the courts at bayshore, a gated community with clubhouse, pool and fitness center. Two-level layout with open living/dining, full appliance kitchen, and in-unit washer/dryer. Tile flooring in main living areas and carpet in bedrooms. Assigned + guest parking. Prime cutler bay location near us-1, shopping, lakes by the bay park and black point marina. Available end of february 2026. Photos may be of a similar unit; verify details with listing agent.
Unfurnished
The Palms At Isles Of Bayshore, 8907 SW 220th St, Cutler Bay, Florida 33190, image 1
$2,800
  • 3 Beds
  • 2 Baths
  • 1,705 SqFt
  • $1.64/SqFt
Entry-Level
Townhouse for rent in The Palms At Isles Of Bayshore
8907 SW 220th St, Cutler Bay, FL 33190
Listing Courtesy Of: Xcellence
Available in november. Spacious 3 bed 2 bath townhome in isles of bayshore with separate community pool in the subdivision as well as the larger community pool with exercise room/clubhouse. Well maintained including brand new washer and dryer. Minutes from highways, schools, blackpoint marina and shopping centers.
New - 1 day 18 hrs ago
Unfurnished
The Waterways At Isles Of Bayshore, 9267 SW 220th Ter, Cutler Bay, Florida 33190, image 1
$2,600
  • 3 Beds
  • 21/2 Baths
  • 1,562 SqFt
  • $1.66/SqFt
Entry-Level
Townhouse for rent in The Waterways At Isles Of Bayshore
9267 SW 220th Ter, Cutler Bay, FL 33190
Listing Courtesy Of: K & A Realty
Ready to move in! Townhome located in the desirable lakes by the bay community, offering resort-style amenities including a swimming pool, playground, clubhouse, and fitness center. This home features a 1-car garage, tile flooring throughout the first floor, and a kitchen with stainless steel appliances overlooking the spacious family room. Enjoy a private paved patio. All bedrooms are located upstairs, featuring wood laminate flooring throughout. The primary suite offers a shelved walk-in closet and an ensuite bathroom with dual sinks, a separate soaking tub, and a walk-in shower. Convenient second-floor washer and dryer for added ease!
Unfurnished
The Courts At Isles Of Bayshore, 22721 SW 88th Pl #9-19, Cutler Bay, Florida 33190, image 1
$2,350
  • 3 Beds
  • 21/2 Baths
  • 1,383 SqFt
  • $1.70/SqFt
Entry-Level
Condo for rent in The Courts At Isles Of Bayshore
22721 SW 88th Pl #9-19, Cutler Bay, FL 33190
Listing Courtesy Of: Blue Star Realty Services
Special bonus: landlord will credit the tenant with $500 towards first month rent. Amazing corner unit is isles at bayshore. New laminate floor, ample kitchen and plenty of natural light. Spacious living areas, 2 parking spots. Enjoy the clubhouse, pool, gym, playground and lakes all around.
Unfurnished
The Shores At Isles Of Bayshore, 9269 SW 227th St #8-24, Cutler Bay, Florida 33190, image 1
$2,500
  • 3 Beds
  • 3 Baths
  • 1,459 SqFt
  • $1.71/SqFt
Entry-Level
Townhouse for rent in The Shores At Isles Of Bayshore
9269 SW 227th St #8-24, Cutler Bay, FL 33190
Listing Courtesy Of: Coldwell Banker Realty
Beautifully maintained two-story townhome in the shores at isles of bayshore, offering comfortable living in a desirable gated community in cutler bay. The 3-bedroom, 3-bath residence features an open living area, a well- appointed kitchen with granite countertops and appliances in excellent condition, a private patio, and a washer and dryer. Enjoy a resort-style lifestyle with access to a community pool, clubhouse, fitness center, and playground. Conveniently located near shopping, dining, the florida turnpike, and black point marina. New a/c system & water heater.
Unfurnished
The Shores At Isles Of Bayshore, 9143 SW 227th St #1, Cutler Bay, Florida 33190, image 1
$2,700
  • 4 Beds
  • 21/2 Baths
  • 1,523 SqFt
  • $1.77/SqFt
Entry-Level
Townhouse for rent in The Shores At Isles Of Bayshore
9143 SW 227th St #1, Cutler Bay, FL 33190
Listing Courtesy Of: United Real Estate Miami
Excellent location in cutler bay! Bright corner townhome, 4 bedrooms, 3 baths (den was converted into 4th bedroom), like new 1 bedroom downstairs, 3 masters upstairs, move in ready! Spacious patio, excellent location, close to great schools, shopping and expressway. Great clubhouse with all the amenities, security and beauty, pool, jacuzzi, gym, kids gym waiting area, kids playground, and much more! Move-in ready!
Unfurnished
The Shores At Isles Of Bayshore, 9011 SW 227th St #1, Cutler Bay, Florida 33190, image 1
$2,577$298
  • 2 Beds
  • 21/2 Baths
  • 1,458 SqFt
  • $1.77/SqFt
Entry-Level
Townhouse for rent in The Shores At Isles Of Bayshore
9011 SW 227th St #1, Cutler Bay, FL 33190
Listing Courtesy Of: Multi Gro Management, Inc.
Rent to own in the beautiful sought-after isles of bayshore, located in sunny and picturesque cutler bay. Spacious townhouse with open layout for dining and entertaining. Corner unit, lakefront with no neighbors in the back, very bright with lots of windows. Well-maintained community with low hoa fees, and plenty of guest parking nearby. Community amenities include a large sparkling pool, fully equipped gym, party room, children's playground and scenic walking trails around a beautiful lake. With easy access to the turnpike ana us1, minutes from shopping, dining and top-rated schools. Property is also for sale. Tenant may have first option to buy and a portion of the rent may be credited towards down payment. Negotiable.
New - 4 days 12 hrs ago
Unfurnished
The Courts At Isles Of Bayshore, 22831 SW 88th Pl #301, Cutler Bay, Florida 33190, image 1
$2,250
  • 3 Beds
  • 2 Baths
  • 1,264 SqFt
  • $1.78/SqFt
Entry-Level
Condo for rent in The Courts At Isles Of Bayshore
22831 SW 88th Pl #301, Cutler Bay, FL 33190
Listing Courtesy Of: Coldwell Banker Realty
Courts at bayshore 3-bedroom, 2-bath condo offer a split and practical layout. Freshly painted, upgraded appliances, washer dryer in unit. Resort style club house.
New - 1 day 16 hrs ago
Unfurnished
The Courts At Isles Of Bayshore, 22901 SW 88th Pl #301, Cutler Bay, Florida 33190, image 1
$2,250
  • 3 Beds
  • 2 Baths
  • 1,264 SqFt
  • $1.78/SqFt
Entry-Level
Condo for rent in The Courts At Isles Of Bayshore
22901 SW 88th Pl #301, Cutler Bay, FL 33190
Listing Courtesy Of: Keller Williams Realty SW
Beautifully maintained and spacious 3-bedroom, 2-bathroom condominium ideally situated in the desirable community of cutler bay the courts at bayshore. This bright and inviting residence features an open-concept living and dining area filled with abundant natural light, creating a warm and welcoming atmosphere. The well-appointed kitchen offers ample cabinetry, quartz countertops, stainless steel appliances. The generously sized primary suite features a bathroom and ample closet space, while the two additional bedrooms offers flexibility for family members, guests or a home office. Additionally conveniences include an in-unit full washer and dryer, one assigned parking and plenty of guest parking, (only two vehicles allowed) a beautiful clubhouse with pool, gym, children playground. Enjoy a convenient location just minutes from major highways, shopping centers, restaurants, parks, schools and black point marina. This property offers an excellent opportunity to enjoy comfortable, spacious and convenient living in one of cutler bay's desirable residential community.
Unfurnished
The Shores At Isles Of Bayshore, 9323 SW 227th St #6-5, Cutler Bay, Florida 33190, image 1
$2,350$150
  • 2 Beds
  • 21/2 Baths
  • 1,290 SqFt
  • $1.82/SqFt
Entry-Level
Villa for rent in The Shores At Isles Of Bayshore
9323 SW 227th St #6-5, Cutler Bay, FL 33190
Listing Courtesy Of: Lifestyle International Realty
Welcome to this charming 2-bedroom, 2.5-bathroom townhome in isles of bayshore, featuring a desirable front lake view and a comfortable, functional layout. The home offers tile flooring downstairs and durable vinyl flooring upstairs, a bright kitchen with ample cabinetry and appliances, and a convenient washer and dryer. The open living/dining area provides a great space for everyday living and entertaining. Enjoy the community lifestyle with access to the clubhouse and resort-style pool, perfect for relaxing and enjoying the florida weather.
Unfurnished
Backup
A backup offer is when a home seller has accepted an offer from a buyer, but is still accepting offers from other buyers. Sellers state that they are accepting backup offers if they think the current offer may fall through.
The Waterways At Isles Of Bayshore, 22264 SW 93rd Ct, Cutler Bay, Florida 33190, image 1
$2,800
  • 3 Beds
  • 21/2 Baths
  • 1,416 SqFt
  • $1.98/SqFt
Entry-Level
Townhouse for rent in The Waterways At Isles Of Bayshore
22264 SW 93rd Ct, Cutler Bay, FL 33190
Listing Courtesy Of: Equinox Real Estate Group Inc
Beautifully maintained and tastefully updated 3-bedroom, 2.5-bath townhome in the sought-after lakes by the bay community. This spacious two-story home features a bright living area, tile floors in the kitchen and dining room, and a private back patio perfect for relaxing. The large master suite offers plenty of closet space, and there’s the convenience of in-unit laundry plus a 1-car garage. This unit sits on a corner lot and has visitor parking nearby. The community includes a pool, gym, lakes, and scenic walking paths. Just minutes from top-rated schools, black point marina, supermarkets, and the turnpike.
Unfurnished
The Shores At Isles Of Bayshore, 9229 SW 227th St #4-9, Cutler Bay, Florida 33190, image 1
$2,750
  • 3 Beds
  • 21/2 Baths
  • 1,325 SqFt
  • $2.08/SqFt
Entry-Level
Townhouse for rent in The Shores At Isles Of Bayshore
9229 SW 227th St #4-9, Cutler Bay, FL 33190
Listing Courtesy Of: Luxe Properties
This beautifully remodeled 3-bedroom, 2.5-bathroom townhome in the shores at isles of bayshore has been renovated from top to bottom. Step inside and enjoy a fresh, modern interior featuring elegant porcelain tile flooring downstairs, stylish laminate flooring upstairs, and a kitchen equipped with stainless steel appliances. The home is finished with contemporary zebra blinds throughout and a brand-new water heater for added peace of mind. With its updated finishes, modern touches, and move-in-ready condition, this townhome is ready for you to make it your own!
Unfurnished
The Courts At Isles Of Bayshore, 22931 SW 88th Pl #106, Cutler Bay, Florida 33190, image 1
$2,500
  • 3 Beds
  • 2 Baths
  • 1,018 SqFt
  • $2.46/SqFt
Entry-Level
Townhouse for rent in The Courts At Isles Of Bayshore
22931 SW 88th Pl #106, Cutler Bay, FL 33190
Listing Courtesy Of: EXP Realty LLC
Great opportunity to rent this beautiful 3 bedroom, 2 bathroom apartment. Property in great condition, freshly painted. Gated community, great amenities, club house, pool, kids playground, exercise room, green areas. Pet friendly. Won't last!!! .
Unfurnished
The Courts At Isles Of Bayshore, 22621 SW 88th Pl #302-8, Cutler Bay, Florida 33190, image 1
$2,075$25
  • 2 Beds
  • 2 Baths
  • 817 SqFt
  • $2.54/SqFt
Entry-Level
Condo for rent in The Courts At Isles Of Bayshore
22621 SW 88th Pl #302-8, Cutler Bay, FL 33190
Listing Courtesy Of: C W V Realty Group LLC
Beautiful apartment in the courts of bayshore, a quiet and family-friendly community perfect for families or young professionals. This 2-bedroom, 2-bathroom unit offers comfortable living within a well-maintained community featuring a large clubhouse, a fully equipped gym, and a spacious pool. Bedrooms with laminated floors. Conveniently located near old cutler road, blackpoint marina, and just minutes from the turnpike. Washer & dryer inside the unit. Vacant & easy to show!
Unfurnished
The Courts At Isles Of Bayshore, 22301 SW 88th Pl #302-3, Cutler Bay, Florida 33190, image 1
$2,100
  • 2 Beds
  • 2 Baths
  • 817 SqFt
  • $2.57/SqFt
Entry-Level
Condo for rent in The Courts At Isles Of Bayshore
22301 SW 88th Pl #302-3, Cutler Bay, FL 33190
Listing Courtesy Of: Keller Williams Realty International Lifestyles
Beautiful 2-bedroom, 2 full -bath , apartment located in the desirable gated comunity of isles at bayshore in cutler bay .Enjoy 24 hour security and resort -style amenities including a clubhouse , pool , fitness center, playground , jacuzzi , and dog park . Conveniently located just 5 minutes from black point marina , schools and shooping centers and only 10 minutes from the turnpike .
Unfurnished
The Courts At Isles Of Bayshore, 22301 SW 88th Pl #104-3, Cutler Bay, Florida 33190, image 1
$2,150$150
  • 2 Beds
  • 2 Baths
  • 809 SqFt
  • $2.66/SqFt
Entry-Level
Condo for rent in The Courts At Isles Of Bayshore
22301 SW 88th Pl #104-3, Cutler Bay, FL 33190
Listing Courtesy Of: The Valenzuela Real Estate Group
Move in with just first month and deposit. Available october 5, 2026. This lakefront first-floor condo in cutler bay has 2 bedrooms, 2 full bathrooms, and a patio that opens right onto the water. Inside you'll find a bright, open living and dining area, a roomy kitchen with plenty of cabinet and counter space, and a washer and dryer inside the unit. Step out to the patio for quiet views across the lake. The unit comes with one assigned parking space plus one extra first-come, first-served space. Pets are welcome with a $250 non-refundable pet fee. Community amenities include an event clubhouse, a large swimming pool, and a fully equipped fitness center. Currently occupied.
Unfurnished
The Courts At Isles Of Bayshore, 22441 SW 88th Pl #202-5, Cutler Bay, Florida 33190, image 1
$2,200
  • 2 Beds
  • 2 Baths
  • 817 SqFt
  • $2.69/SqFt
Entry-Level
Condo for rent in The Courts At Isles Of Bayshore
22441 SW 88th Pl #202-5, Cutler Bay, FL 33190
Listing Courtesy Of: United Home Realty, LLC.
2 bedroom, bath condo in great condition featuring new floors and a spacious layout. Located in the highly sought out area of isles of bayshore, this family-oriented community offers plenty of amenities and ample parking. Easy to show and move in ready. Conveniently located near shopping, dining and major highways. Rent to own option available for qualified tenants/buyers.
Unfurnished
The Courts At Isles Of Bayshore, 22931 SW 88th Pl #104, Cutler Bay, Florida 33190, image 1
$2,200
  • 2 Beds
  • 2 Baths
  • 809 SqFt
  • $2.72/SqFt
Entry-Level
Condo for rent in The Courts At Isles Of Bayshore
22931 SW 88th Pl #104, Cutler Bay, FL 33190
Listing Courtesy Of: Avanti Way Realty LLC
For rent first floor unit at the courts of bayshore. The community has many amenities including fitness center, club house, and pool. 2 beds and 2 baths nice back yard not fenced ,
Unfurnished
The Courts At Isles Of Bayshore, 22511 SW 88th Pl #11-24, Cutler Bay, Florida 33190, image 1
$2,550$100
  • 3 Beds
  • 21/2 Baths
Entry-Level
Villa for rent in The Courts At Isles Of Bayshore
22511 SW 88th Pl #11-24, Cutler Bay, FL 33190
Listing Courtesy Of: Miami New Realty
Townhouse for rent 3 br & 2.5 ba, located at “waterways” gated community ”island at bay shore" resort style amenities; clubhouse, infinity pool, children’s play park, meeting room & fitness center. Well located at cutler bay, 2 min from black point marina, schools & supermarkets. Equipped with ss appliances; refrigerator, microwave, electric oven-stove, dishwasher, washer & dryer. Wood cabinets in kitchen and granite counter top, tile throughout first floor and wood the second floor.

Subdivision Amenities

Picnic Area
Picnic Area
Spa/Hot Tub
Spa/Hot Tub
Trails
Trails
Barbecue
Clubhouse
Fitness Center
Maintenance
Playground
Pool
Security

HOA Cost Benchmark

$0.13 / Sq.Ft.

Monthly ownership cost
↓28%below peers
↓7%below city avg
This Community
$0.13
Comparable Entry-Level Avg
$0.18
Cutler Bay, FL Avg
$0.14
$0.00
$0.13
$0.25
Lower than peers, lower than the city average
Peer Set · 20 comparable communities
See Cost Context

Preconstruction in Cutler Bay

Show All
Caribbean Isles 2
Caribbean Isles 2
Caribbean Isles 2
Condos
  • Units
    142
  • Stories
    8

Miami-based Caribbean Village LTD., an affiliate of Pinnacle Housing, hopes to get approval for revised plans regarding the second phase of Caribbean Isles.

The first phase, which finished construction in 2019, currently offers 123 units geared toward seniors. The second phase would offer 142 affordable housing units in an eight-story building. This is a 42 percent increase from the initially proposed 100 in 2022.

According to the South Florida Business Journal, plans call for the construction of 90 one-bedroom and 52 two-bedroom units, with communal amenities including a fitness center and club room. There would also be a two-story parking garage featuring 96 parking spots, averaging to less than one per unit. Behar Font & Partners designed the venture.

The second phase would take shape on a 3.23-acre site.

Caribbean Isles’ second phase is slated for 19755 S.W. 110th Court, Miami, FL, 33157, in Miami-Dade County. It’ll be west of the Florida Turnpike in the South Miami Heights neighborhood.

APARTMENT AMENITIES

  • LVT Flooring
  • Over the Range Microwave
  • Quartz Countertops
  • Tile Throughout
  • Energy Efficient Appliances
  • Ceiling Fans
  • Washer & Dryer (available for an additional fee)

COMMUNITY AMENITIES

  • BBQ Area
  • Smoke Free Community
  • Computer Workstations
  • Fitness Center
  • Elevators
  • Parcel Lockers
  • Community Room
  • Yoga Room
  • 24 Hour Maintenance Emergency Services
Details

Nearby Subdivisions

Entry-Level
The Cove At Isles Of Bayshore
0.15 miles
For Sale (5)
$410K - $515K
Entry-Level
The Courts At Isles Of Bayshore
0.20 miles
For Sale (20)
$255K - $370K
For Rent (12)
$2K - $3K
Entry-Level
The Palms At Isles Of Bayshore
0.38 miles
For Sale (2)
$448K - $455K
For Rent (2)
$3K - $3K
Entry-Level
The Tides At Isles Of Bayshore
0.38 miles
For Sale (2)
$630K - $630K
Entry-Level
The Shores At Isles Of Bayshore
0.41 miles
For Sale (7)
$320K - $430K
For Rent (5)
$2K - $3K

Schools

SchoolTypeGradesDistanceRating
Mater Academy Bay Elementary
Charter
KG-5
0.58 mi
Rating Image
Mater Academy Bay Middle School
Charter
6-8
0.58 mi
Rating Image
Mater High South
Charter
9-12
0.58 mi
Rating Image
Dr. Edward L. Whigham Elementary School
Public
PK-5
0.73 mi
Rating Image
Cutler Bay Senior High School
Public
9-12
1.15 mi
Rating Image
Data provided by GreatSchools © 2023. All rights reserved.

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
2
100
Transit Score®
Minimal Transit. It is possible to get on a bus
18
100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
43
100
Sound Score®
Bearable noise
77
100
Airport Score
Close to airports. Noticeable airport activity
0
100
Traffic Score
Congested area. Frequent traffic delays
30
100
Local Score
Limited local amenities nearby
0
100

The Isles At Bayshore Communities in Cutler Bay, FL

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Broker reciprocity logoLocal Realty Service Provided By: Hyperlocal Advisor. Information deemed reliable but not guaranteed. Information is provided, in part, by Greater Miami MLS & Beaches MLS. This information being provided is for consumer's personal, non-commercial use and may not be used for any other purpose other than to identify prospective properties consumers may be interested in purchasing.

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