Oakland Hills, FL rental listings

15 rentals

Sort:

Recommended

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
Welcome to Rotonda West. This is a beautiful, well maintained 4 bedrooms, 2 bathrooms, 1 car garage in a well-sought-out area. Close to shopping, schools, and many other activities. All bedrooms hav

$1,800/mo

4 beds2 baths1,890 sq ft

20 Annapolis Ln, Rotonda West, FL 33947

Pets welcome • Parking • A/C

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
Introducing Caddy Shack, the perfect abode for your short-term stay. This delightful 2 bed, 2 bath waterfront home has been thoughtfully remodeled to exude a beachy atmosphere. Spanning 2,230 square f

$3,700/mo

2 beds2 baths1,337 sq ft

241 Caddy Rd, Rotonda West, FL 33947

Parking • A/C • Car-dependent

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
Welcome to Rotunda West. You will find this furnished 4 bedroom pool home near Gulf Beaches and Golf Courses. This waterfront home would be the perfect interim option for a family who only needs 6 mon

$2,999/mo

4 beds2 baths1,819 sq ft

231 Caddy Rd, Rotonda West, FL 33947

Dogs welcome • Parking • A/C

NEW 1 DAY AGO

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
Welcome Home!Experience the best of Southwest Florida living in this beautifully maintained rental home located on Rotonda Circle within the highly desirable Rotonda West community. Known for its uniq

$4,000/mo

3 beds2 baths1,350 sq ft

173 Rotonda Cir, Rotonda West, FL 33947

Dogs welcome • Parking • A/C

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
Step into this beautifully updated 2-bedroom, 2-bathroom home featuring a brand-new roof (2024), along with a completely remodeled kitchen and bathrooms. Designed for both style and durability, the ho

$2,100/mo

2 beds2 baths1,459 sq ft

66 Oakland Hills Ct, Rotonda West, FL 33947

Pets welcome • Laundry in unit • Parking

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
"Luxurious 4-Bed Furnished Home with Pool - Minutes from Beaches! 45 Oakland Hills Court, Rotonda West, FL 33947"Your Dream Florida Getaway Awaits!! This beautifully furnished 4-bedroom, 2-bathroom Po

$2,700/mo

4 beds2 baths1,536 sq ft

45 Oakland Hills Ct, Rotonda West, FL 33947

Dogs welcome • Parking • A/C

Property at 118 Caddy Rd, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$4,750/mo

3 beds2 baths1,828 sq ft

118 Caddy Rd, Rotonda West, FL 33947

Property at 33 Caddy Rd Unit 33, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$2,600/mo

3 beds2 baths1,490 sq ft

33 Caddy Rd Unit 33, Rotonda West, FL 33947

Property at 98 Caddy Rd, Rotonda West, FL, 33947, 2 beds, 2 baths, [object Object]

$4,000/mo

2 beds2 baths1,167 sq ft

98 Caddy Rd, Rotonda West, FL 33947

Property at 13 Oakland Hills Rd, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$3,900/mo

3 beds2 baths1,694 sq ft

13 Oakland Hills Rd, Rotonda West, FL 33947

Property at 37 Oakland Hills Pl, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$3,900/mo

3 beds2 baths1,321 sq ft

37 Oakland Hills Pl, Rotonda West, FL 33947

Property at 64 Golfview Rd, Rotonda West, FL, 33947, 4 beds, 2 baths, [object Object]

$2,095/mo

4 beds2 baths1,697 sq ft

64 Golfview Rd, Rotonda West, FL 33947

Property at 65 Oakland Hills Pl, Rotonda West, FL, 33947, 2 beds, 2 baths, [object Object]

$4,500/mo

2 beds2 baths1,444 sq ft

65 Oakland Hills Pl, Rotonda West, FL 33947

Property at 18 Golfview Ct, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$3,000/mo

3 beds2 baths1,686 sq ft

18 Golfview Ct, Rotonda West, FL 33947

Property at 60 Golfview Rd, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$5,550/mo

3 beds2 baths1,336 sq ft

60 Golfview Rd, Rotonda West, FL 33947

End of results (Download All)

Here are some rentals close to your search

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
Welcome home to Rotonda Lakes, a vibrant 55+ senior community designed for carefree Florida living. Nestled on 17 beautifully landscaped acres in Rotonda West, this welcoming neighborhood offers 176 s

1 bd: $1,049

2 bd: $1,256 • 3 bd: $1,446

Rotonda Lakes 55+ Senior Community

| 100 Rotonda Lakes Cir, Rotonda West, FL 33947

Pets welcome • Dishwasher • Car-dependent

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
There is two units each identical 2 full bedrooms and 2 full bathrooms Updated tile throughout floors and bathrooms walls. Also new ac unit and quartz kitchens countertops with all new kitchen and was

$2,000/mo

2 beds2 baths2,060 sq ft

130 Boundary Blvd Unit B, Rotonda West, FL 33947

Laundry in unit • A/C • Dishwasher

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
RIVERHOUSE is a community that sits on the Rotonda River in highly sought-after Rotonda West, Florida. This comfortable 1 bedroom, 1 bathroom, 1st floor unit has been completely remodeled. All new app

$1,500/mo

1 bed1 bath850 sq ft

66 Boundary Blvd #280, Rotonda West, FL 33947

A/C • Dishwasher • Car-dependent

NEW 12 HRS AGO

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
This stunning, fully furnished home on a canal is available for a long-term lease! With 12-foot ceilings in the bright and spacious living room and large windows that let in plenty of sunlight, this h

$4,800/mo

3 beds3 baths2,257 sq ft

230 West Pine Valley Ln, Rotonda West, FL 33947

Pets welcome • Parking • A/C

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
Luxury Penthouse Condo with Breathtaking Water Views - 8581 Amberjack Circle #301, Placida (Near Boca Grande)Indulge in coastal luxury at its finest in this turnkey furnished 4-bedroom, 3-bath penthou

$6,500/mo

4 beds3 baths2,761 sq ft

8581 Amberjack Cir #301, Englewood, FL 34224

Pets welcome • Laundry in unit • Parking

ABOUT THIS HOME
Oakland Hills, FL Rental Listings
RENT TO OWN! This lovely house is near a great beach and an award-winning high school. It is tiled throughout with a fully fenced backyard and a new hot water heater. Lease Duration is as long as it i

$1,250/mo

2 beds1 bath— sq ft

8283 Pelican Rd, Englewood, FL 34224

Pets welcome • Parking • A/C

Property at 8271 Pelican Rd, Englewood, FL, 34224, 2 beds, 1 bath, [object Object]

$1,700/mo

2 beds1 bath1,500 sq ft

8271 Pelican Rd, Englewood, FL 34224

Property at 93 Boundary Blvd, Rotonda West, FL, 33947, 2 beds, 2 baths, [object Object]

$2,750/mo

2 beds2 baths1,228 sq ft

93 Boundary Blvd, Rotonda West, FL 33947

Property at 8289 Pelican Rd, Englewood, FL, 34224, 3 beds, 1 bath, [object Object]

$1,500/mo

3 beds1 bath1,000 sq ft

8289 Pelican Rd, Englewood, FL 34224

Property at 125 Sportsman Rd, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$2,000/mo

3 beds2 baths1,306 sq ft

125 Sportsman Rd, Rotonda West, FL 33947

Property at 137 Sportsman Rd, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$2,600/mo

3 beds2 baths— sq ft

137 Sportsman Rd, Rotonda West, FL 33947

Property at 197 Boundary Blvd Unit A, Rotonda West, FL, 33947, 2 beds, 2 baths, [object Object]

$1,500/mo

2 beds2 baths1,038 sq ft

197 Boundary Blvd Unit A, Rotonda West, FL 33947

Property at 155 Long Meadow Ln, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$4,500/mo

3 beds2 baths1,598 sq ft

155 Long Meadow Ln, Rotonda West, FL 33947

Property at 123 Marker Rd, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$2,250/mo

3 beds2 baths2,006 sq ft

123 Marker Rd, Rotonda West, FL 33947

Property at 168 Marker Rd, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$2,900/mo

3 beds2 baths2,000 sq ft

168 Marker Rd, Rotonda West, FL 33947

Property at 8541 Amberjack Cir #203, Englewood, FL, 34224, 3 beds, 2 baths, [object Object]

$5,910/mo

3 beds2 baths2,003 sq ft

8541 Amberjack Cir #203, Englewood, FL 34224

Property at 177 Boundary Blvd, Rotonda West, FL, 33947, 2 beds, 2 baths, [object Object]

$1,525/mo

2 beds2 baths1,540 sq ft

177 Boundary Blvd, Rotonda West, FL 33947

Property at 50 Boundary Blvd Unit B, Rotonda West, FL, 33947, 2 beds, 1 bath, [object Object]

$1,695/mo

2 beds1 bath864 sq ft

50 Boundary Blvd Unit B, Rotonda West, FL 33947

Property at 188 Boundary Blvd, Rotonda West, FL, 33947, 2 beds, 2 baths, [object Object]

$1,600/mo

2 beds2 baths1,050 sq ft

188 Boundary Blvd, Rotonda West, FL 33947

Property at 260 Rotonda Blvd W #3, Rotonda West, FL, 33947, 3 beds, 2 baths, [object Object]

$1,675/mo

3 beds2 baths1,047 sq ft

260 Rotonda Blvd W #3, Rotonda West, FL 33947

The information is being provided by Southwest Florida Multiple Listing Service. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2025 Southwest Florida Multiple Listing Service. All Rights Reserved.

Based on information submitted to the MLS GRID as of Wed Dec 03 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

More to explore in Oakland Hills, FL

Property Types
Bedrooms
Amenities
Price

Rentals near Oakland Hills, FL

Apartments for rent near Oakland Hills, FL

Cities
Rental Buildings

Neighborhoods
Zip Codes

Popular rental markets in Florida

Rentals
Apartments

Oakland Hills, FL rental listings

More to explore in Oakland Hills, FL

Rentals near Oakland Hills, FL

Cities

Apartments for rent near Oakland Hills, FL

Popular rental markets in Florida

Related searches in Oakland Hills, FL