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Short Term Rentals in Cypress HIlls, FL

18 rentals

365 Kensington View Dr - Photo 1 of 1

5h ago

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Verified

365 Kensington View Dr, Winter Haven, FL 33880

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$1,949

$1,799

Price drop

Apartment for rent

Available Sep 11

380 Kensington View Dr - Photo 1 of 1

5h ago

Our team has verified this company

Verified

380 Kensington View Dr, Winter Haven, FL 33880

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$1,949

$1,799

Price drop

Apartment for rent

Available Sep 15

37135 Grassy Hill Ln - Photo 1 of 1

7h ago

Our team has verified this company

Verified

37135 Grassy Hill Ln, Dade City, FL 33525

Short term | In-unit laundry | Furnished

3 beds

2 baths

$3,724

$3,570

Price drop

Apartment for rent

Top amenities
Air Conditioning
Furnished
In-Unit Laundry
Microwave
TV
Wi-Fi
10034 Hamp Dr - Photo 1 of 1

7h ago

Our team has verified this company

Verified

10034 Hamp Dr, Tampa-St. Petersburg, FL 33525

Short term | In-unit laundry | Furnished

3 beds

1 bath

$2,476

Apartment for rent

Top amenities
Air Conditioning
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi
1072 Penguin Pl #NA - Photo 1 of 1
Age restricted

5d+ ago

Short Term Sandpiper Golf And Country Club house for rent in Lakeland

$2,000 - Furnished 3 Bed 2 Bath House in Sandpiper Golf & Country Club

1072 Penguin Pl #NA, Lakeland, FL 33809

Short term | In-unit laundry | Furnished

3 beds

2 baths

$2,000

House for rent

Available Mar 9

Top amenities
Dishwasher
Furnished
Garage Parking
In-Unit Laundry
Swimming Pool
3072 Saint Paul Dr - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Winter Haven

Great Affordable 2 Bed 1 Bath Apartment

3072 Saint Paul Dr, Winter Haven, FL 33880

Short term | In-unit laundry | On-site laundry

2 beds

1 bath

$1,175

Apartment for rent

Available Sep 15

Top amenities
High Ceilings
In-Unit Laundry
On-Site Laundry

Nearby rental good for eco-living

$2,000

Lakeland

Nearby rental good for pet owners

$2,850

Lakeland

Nearby rental good for wellness

1238 Watersedge Dr - Photo 1 of 1

5d+ ago

Short Term house for rent in Lakeland

1238 Watersedge Dr, Lakeland, FL 33801

Short term | In-unit laundry | Furnished

1 bed

1 bath

$1,000

House for rent

Available Sep 1

Top amenities
Carpet
In-Unit Laundry
Microwave
On-Site Laundry
3074 Saint Paul Dr - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Winter Haven

For Rent: 2 Bed / 1 Bath Apartment in Winter Haven - Pet Friendly!

3074 Saint Paul Dr, Winter Haven, FL 33880

Short term | On-site laundry | High ceilings

2 beds

1 bath

$1,175

Apartment for rent

Available Sep 15

Top amenities
On-Site Laundry
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6127 Bradford Woods Dr - Photo 1 of 1

5d+ ago

Short Term house for rent in Zephyrhills

6127 Bradford Woods Dr, Zephyrhills, FL 33542

Short term | Outdoor space

3 beds

2 baths

$2,200

$2,000

Price drop

House for rent

457 Kensington View Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

457 Kensington View Dr, Winter Haven, FL 33880

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$1,799

Apartment for rent

Available Oct 26

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Find sweet deals near Cypress HIlls

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,195

Lakeland

$1,600

Auburndale

$1,175

Winter Haven

2733 Woodland Hills Ave - Photo 1 of 1

5d+ ago

Short Term Lake Hollingsworth house for rent in Lakeland

Single Family Residence - LAKELAND, FL

2733 Woodland Hills Ave, Lakeland, FL 33803

Short term | In-unit laundry | Air conditioning

2 beds

1 bath

$2,100

House for rent

Top amenities
Air Conditioning
Ceiling Fan
Dishwasher
In-Unit Laundry
Microwave
Tile Floor
1516 Mattie Pointe Pl - Photo 1 of 1

5d+ ago

Short Term house for rent in Auburndale

Single Family Residence - AUBURNDALE, FL

1516 Mattie Pointe Pl, Auburndale, FL 33823

Short term | In-unit laundry | Air conditioning

4 beds

2 baths

$2,100

House for rent

Top amenities
Dishwasher
In-Unit Laundry
2351 Chestnut Hills Dr - Photo 1 of 1

5d+ ago

Short Term condo for rent in Lakeland

2351 Chestnut Hills Dr, Lakeland, FL 33805

Short term | In-unit laundry | On-site laundry

2 beds

1 bath

$1,195

Condo for rent

Available Jul 3

Top amenities
In-Unit Laundry
On-Site Laundry
222 Carpenters Way Apt 62 #62 - Photo 1 of 1

5d+ ago

Short Term house for rent in Lakeland

222 Carpenters Way Apt 62 #62, Lakeland, FL 33805

Short term | In-unit laundry | Furnished

3 beds

2 baths

$2,850

House for rent

Available Oct 5

Top amenities
Assigned Parking
Fireplace
In-Unit Laundry
Swimming Pool
7316 Hunters Greene Cir - Photo 1 of 1

5d+ ago

Short Term house for rent in Lakeland

Single Family Residence - LAKELAND, FL

7316 Hunters Greene Cir, Lakeland, FL 33810

Short term | Air conditioning | Garage parking

3 beds

2 baths

$2,000

House for rent

Top amenities
Ceiling Fan
Dishwasher
Fireplace
Microwave
Oven
Tile Floor
815 Auburn Grove Ct - Photo 1 of 1
New construction

5d+ ago

Short Term house for rent in Auburndale

Single Family Residence - AUBURNDALE, FL

815 Auburn Grove Ct, Auburndale, FL 33823

Short term | In-unit laundry | Air conditioning

4 beds

2 baths

$2,200

House for rent

Top amenities
Air Conditioning
Dishwasher
Garage Parking
In-Unit Laundry
Microwave
Storage
3448 Avenue T Nw - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Winter Haven

Mobile Home - Pre 1976 - WINTER HAVEN, FL

3448 Avenue T Nw, Winter Haven, FL 33881

Short term | Air conditioning | Fireplace

2 beds

1 bath

$1,000

Apartment for rent

Top amenities
Microwave
149 Jana Cir - Photo 1 of 1
Age restricted

5d+ ago

Short Term apartment for rent in Auburndale

Manufactured Home - Post 1977 - AUBURNDALE, FL

149 Jana Cir, Auburndale, FL 33823

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$1,600

Apartment for rent

Top amenities
Air Conditioning
In-Unit Laundry
Microwave
Oven
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Home > Apartments in Lakeland > Cypress HIlls > Cypress HIlls Short term rentals
Updated: September 19, 2025

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Copper Ridge apartments2 rentals

2 rentals

Huntington Hills apartments3 rentals

3 rentals

Sandpiper Golf And Country Club apartments3 rentals

3 rentals

9516 Manila Ct, Lakeland, FL 33810
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Looking for short term apartments in Cypress HIlls, Lakeland, FL near you?

🔑Available apartment rentals18
💰Best rent deal3448 Avenue T Nw
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