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Winter Haven FL Rentals, Rent at least $1,500

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1437 Amanda Rd, Kissimmee 34744
3 Bedrooms, 2 Baths, House
Available: Now. Pets: Ok (Dangerous Pets are not permitted, Pit Bulls, etc). To receive the ...
Pet friendly

$2,099

1,607 sq ft

Details

5882 Le Marin Way, Kissimmee 34758
4 Bedrooms, 2 Baths, House
Available for rent December 5. This spectacular brand-new 4-bedroom, 2-bathroom home features ...
Pets allowed

$2,150

1,800 sq ft

Details

4521 Declaration Dr, Kissimmee 34746
4 Bedrooms, 2 Baths, House
Welcome to this beautifully designed 4-bedroom, 2-bathroom home offering comfort, style and ...
Pets not allowed

$2,285

1,822 sq ft

Details

240 Villa Domani Circle, Davenport 33896
4 Bedrooms, 3 Baths, House
Welcome. Stunning 4-bedroom home in the exclusive gated Villa Domani community, this property ...
Pet friendly

$2,299

1,823 sq ft

Details

744 Simone Court, Haines City 33844
6 Bedrooms, 2.5 Baths, Apartment
Available: December 16, 2025. Pets: Ok (Dangerous Pets are not permitted, Pit Bulls, etc). ...
Pet friendly

$2,299

2,974 sq ft

Details

4032 Meadowlark Dr, Kissimmee 34746
4 Bedrooms, 2 Baths, House
Set on over one-third of an acre and backing up to a conservation area, this home offers the ...
Pet friendly

$2,299

2,328 sq ft

Details

1840 Ancestry Trail, Kissimmee 34746
4 Bedrooms, 3 Baths, House
Available: Now. Pets: Ok (Dangerous Pets are not permitted, Pit Bulls, etc). To receive the ...
Pet friendly

$2,299

2,600 sq ft

Details

104 Richmar Ave, Haines City 33844
4 Bedrooms, 3.5 Baths, House
Welcome to this spacious and well-maintained two-story home offering 2,974 sq ft of living ...
Pet friendly

$2,345

2,974 sq ft

Details

1420 Flamingo Dr, Kissimmee 34746
3 Bedrooms, 2 Baths, House
This property is managed by Lionel Hebert at ext. 233. This 3-bedroom, 2-bath, 2-car garage ...
Pet friendly

$2,395

1,508 sq ft

Details

4810 Katrina Dr, Haines City 33844
5 Bedrooms, 3 Baths, House
Be the very first to live in this stunning, newly constructed two-story home in the desirable ...
Pet friendly

$2,400

2,451 sq ft

Details

4340 Lake Shore Dr, Saint Cloud 34772
4 Bedrooms, 2 Baths, House
Available March 5, 2026. Beautiful 4-bedroom, 2-bath home in St. Cloud, situated on a ...
Pets allowed

$2,400

1,938 sq ft

Details

613 Alfani St, Davenport 33896
3 Bedrooms, 2.5 Baths, House
Upon entering, you'll be greeted by an inviting and spacious living area, featuring abundant ...
Pet friendly

$2,400

2,611 sq ft

Details

Available: Now. Pets: Ok (Dangerous Pets are not permitted, Pit Bulls, etc). To receive the ...

Pet friendly

$2,099
Details

Available for rent December 5. This spectacular brand-new 4-bedroom, 2-bathroom home features ...

Pets allowed

$2,150
Details

Welcome to this beautifully designed 4-bedroom, 2-bathroom home offering comfort, style and ...

Pets not allowed

$2,285
Details

Welcome. Stunning 4-bedroom home in the exclusive gated Villa Domani community, this property ...

Pet friendly

$2,299
Details

Available: December 16, 2025. Pets: Ok (Dangerous Pets are not permitted, Pit Bulls, etc). ...

Pet friendly

$2,299
Details

Set on over one-third of an acre and backing up to a conservation area, this home offers the ...

Pet friendly

$2,299
Details

Available: Now. Pets: Ok (Dangerous Pets are not permitted, Pit Bulls, etc). To receive the ...

Pet friendly

$2,299
Details

Welcome to this spacious and well-maintained two-story home offering 2,974 sq ft of living ...

Pet friendly

$2,345
Details

This property is managed by Lionel Hebert at ext. 233. This 3-bedroom, 2-bath, 2-car garage ...

Pet friendly

$2,395
Details

Be the very first to live in this stunning, newly constructed two-story home in the desirable ...

Pet friendly

$2,400
Details

Available March 5, 2026. Beautiful 4-bedroom, 2-bath home in St. Cloud, situated on a ...

Pets allowed

$2,400
Details

Upon entering, you'll be greeted by an inviting and spacious living area, featuring abundant ...

Pet friendly

$2,400
Details

Results: 58 | Page 4/5Prev | Next

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Winter Haven FL Rentals, Rent at least $1,500

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