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Cottage vacation rentals in Lakeland

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Lakeland cottage rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cottage rentals with a pool

Superhost
A community pool area is surrounded by tall trees, providing a sense of calm. A gazebo and lounge chairs are visible near the pool, which features a curved shape and stair access. The sunny sky adds to the inviting atmosphere.
Cottage in Kissimmee
4.84 out of 5 average rating, 263 reviews

Perfect place for a perfect vacation

Guest favorite
Cottage in Kissimmee
4.86 out of 5 average rating, 457 reviews

Yay! Cool Tiny Home Near All the Parks (98)

Guest favorite
A comfortable living area features a dark blue sofa with matching accent pillows, paired with a coordinating ottoman. A green armchair is positioned nearby, and a small side table stands beside it. Natural light pours in through a window, illuminating the warm wood flooring.
Cottage in Kissimmee
4.76 out of 5 average rating, 127 reviews

Entire HAPPY HOME @Disney/Universal Parks!!

Superhost
A cozy living area is presented with a large sectional sofa, adorned with decorative cushions. A dining table with four wooden chairs is positioned nearby. Floral wallpaper adds a gentle touch, and a window allows natural light to illuminate the space.
Cottage in Thonotosassa
4.96 out of 5 average rating, 26 reviews

Tampa-Retreat I Homestead with 5th Gen Floridians

Guest favorite
A well-maintained communal pool is surrounded by lounge chairs and umbrellas, offering a relaxing space for guests. Lush trees provide shade, and the clear blue sky enhances the inviting atmosphere. Safety signage indicates a shallow end depth of 3 feet 6 inches.
Cottage in Kissimmee
4.8 out of 5 average rating, 114 reviews

Cozy Cottage 5mins From Disney Parks!

Guest favorite
Cottage in Kissimmee
4.93 out of 5 average rating, 263 reviews

Tiny house, BIG FUN! Close to parks and shopping

Guest favorite
The spacious kitchen features navy blue cabinetry and granite countertops, with modern appliances including a microwave and coffee maker. A round dining table with four chairs is positioned near the entrance, enhancing the homey feel of the area. Decorative elements add a touch of rustic charm.
Cottage in Kissimmee
4.96 out of 5 average rating, 95 reviews

Tropical Cottage

Guest favorite
A private pool is visible, surrounded by lush landscaping and a patio area. A red and white striped umbrella provides shade over a small table and chairs. The tranquil waters of Lake Concord are seen in the background, reflecting the surrounding greenery.
Cottage in College Park
4.92 out of 5 average rating, 139 reviews

EdgeWater HideAway Overlooking Lake Concord

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Cottage rentals with a hot tub

Top guest favorite
The exterior of the cottage is highlighted by a palm tree adorned with string lights. The inviting porch features a screened enclosure, while the surrounding grassy area adds greenery. A paved driveway is visible, leading to additional outdoor seating areas.
Cottage in Kissimmee
4.99 out of 5 average rating, 75 reviews

Getaway Cottage Near Disney

A single-story park model home is shown, featuring a stone-accented exterior. A large tree provides shade, while a shed stands nearby. The driveway is paved, and bright greenery surrounds the property, contributing to a welcoming environment.
Cottage in Kissimmee
4.74 out of 5 average rating, 151 reviews

Sherwood Forest Vacation Home Near Disney

Guest favorite
A charming resort cottage is presented, framed by lush green palms and well-maintained landscaping. The cottage features a covered porch with seating, set against a backdrop of a gray exterior and a metal roof. A tiki hut can be seen to the side, enhancing the tropical feel.
Cottage in Polk City
4.95 out of 5 average rating, 38 reviews

Paradise Cottage & Tiki Hut at Bay Lake Resort

Superhost
A screened-in pool area features a curved pool with a spa, surrounded by tall palm plants. White balloons float on the water's surface, and a lounging area with a green float is visible. Natural light highlights the tranquil setting, providing a relaxing atmosphere.
Cottage in Wesley Chapel
4.84 out of 5 average rating, 51 reviews

Gorgeous farmhouse with pool in Tampa Florida

A serene deck overlooks a peaceful lake, framed by lush greenery and trees. The setting sun casts a warm glow over the landscape, highlighting the vibrant grass and scenic views. A small round table with chairs sits on the deck, inviting relaxation.
Cottage in Kissimmee
4.76 out of 5 average rating, 139 reviews

Hidden Lake View Cottage 4 miles from Disney!

Guest favorite
A comfortable living area is highlighted by a dark leather sofa with decorative pillows. A wooden coffee table sits on a patterned rug, while a round dining table and chairs are positioned by large windows allowing natural light to fill the space.
Cottage in Kissimmee
4.81 out of 5 average rating, 84 reviews

Chic Cottage near Disney - Lots of Amenities!

A single-story cottage is shown with light blue siding, featuring a wide awning over the front windows. Lush green landscaping surrounds the exterior, including small palm trees and colorful shrubs. A paved driveway leads up to the entrance.
Cottage in Kissimmee
4.76 out of 5 average rating, 135 reviews

"Beautiful Resort Cottage Near All Attractions!!"

Guest favorite
An outdoor pool is presented within a spacious deck area featuring patterned pavers. Sunlight reflects off the calm water, while several guests are enjoying the area. Lush greenery is visible in the background, providing a natural setting around the pool.
Cottage in Kissimmee
4.82 out of 5 average rating, 77 reviews

Cozy Orlando Area Cottage Near Disney - 5 miles

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Pet-friendly cottage rentals

Superhost
A private pool area is framed by a black fence, with lounge chairs positioned nearby for relaxation. The pool is surrounded by palm trees and colorful cottages in the background, reflecting a vibrant and inviting atmosphere.
Cottage in Four Corners
4.67 out of 5 average rating, 30 reviews

10% OFF | Charming 2BR Cottage with Private Pool

Guest favorite
A comfortable seating area features two light-colored sofas with throw pillows, arranged around a rustic wooden coffee table. A decorative screen provides partial division from other spaces, and a textured rug is laid beneath the furniture, enhancing the warm ambiance of the room.
Cottage in Bayshore Beautiful
4.77 out of 5 average rating, 158 reviews

Good Vibes Cozy Cottage on Million $ Row

Top guest favorite
A charming white cottage is framed by a well-kept lawn, with a brick chimney visible on one side. Lush green shrubs and trees provide shade around the property, and a pathway leads to the entrance, suggesting easy access to the home.
Cottage in Davenport
4.99 out of 5 average rating, 94 reviews

Classic Cottage in country setting

Guest favorite
A cozy living area features a yellow sofa and two accent chairs flanking a wooden coffee table. A TV displays a calming fireplace scene, with decorative wall art and patterned accents adding character. Natural light filters through windows covered by white blinds.
Cottage in Tampa
4.97 out of 5 average rating, 88 reviews

River adjacent, Quiet neighborhood, King bed

The exterior view showcases two cottages side by side, featuring porches with railings. The light yellow cottage has steps leading to its entrance. Lush greenery and a paved driveway enhance the surroundings, while a serene body of water can be seen in the background.
Cottage in Davenport
4.86 out of 5 average rating, 7 reviews

Charming Cottage #1

Guest favorite
A quaint cottage is nestled among tall trees, surrounded by vibrant greenery. A gravel path leads to the home, which features a welcoming porch and large windows. The expansive yard offers ample outdoor space, ideal for relaxation or exploration.
Cottage in Dade City
4.98 out of 5 average rating, 52 reviews

Boutique Cottage Clean & Centrally Located

Superhost
A spacious living area is shown, featuring a plush sectional sofa adorned with colorful cushions. Nearby, a cozy sleeping area with twin beds is visible, complemented by soft bedding and shelves for storage. Light floods in, creating a warm environment that invites relaxation.
Cottage in Clermont
4.96 out of 5 average rating, 46 reviews

Lilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!

Guest favorite
A cozy living space features a dark leather couch and a decorative wooden coffee table. Natural light streams through large windows adorned with blue patterned curtains. A flat-screen TV is mounted on the wall, and a wooden cabinet displays nautical-themed decor.
Cottage in Riverview
4.93 out of 5 average rating, 84 reviews

Alafia River Cottage

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