Pet-friendly vacation rentals in Lakeland

4.85 out of 5 average rating, 185 reviews

A small outdoor seating area is presented with a black round table and two folding chairs, situated on a green lawn area. A door adorned with a floral wreath provides access to the suite. Surrounding plants add greenery to the tranquil space.

Guest suite in Lakeland

Private Studio Suite

🧳 Perfect for a solo traveler or couple looking to visit the peaceful city of Lakeland. 📍Located about 40 minutes from Tampa and an hour from Orlando, in the family friendly area of Lakeland Highlands. - There’s nearby trails, grocery stores, convenience stores and eateries. - Polk Parkway is less then 10 minutes away, it’s the quickest route to get to i4. 🏠 The suite includes a private entrance with full bathroom and backyard area. 🚗 Free Parking Space(s) 👐🏽 Flexible & Contactless Entry

4.99 out of 5 average rating, 222 reviews

A cozy living room features a mix of seating options, including a leather sofa and a patterned couch. A coffee table sits centrally on a wooden floor, while large windows allow natural light. Decorative elements include a gas fireplace with a stone surround and a smart TV on the wall.

Bungalow in Lakeland

Historic Downtown Bungalow w/piano

NO PET OR CLEANING FEES. The Daugherty House, a refurbished, downtown Lakeland, 1918 historic, 3 bed, 2 bath bungalow, between Lake Mirror and Lake Morton, features a 1907 upright piano, beautiful bedrooms with new mattresses and box springs, a spacious rocking chair front porch, cozy Florida room with a fold out couch, a gas fireplace, and memorabilia from Lakeland's history. The home's filled with antiques and modern conveniences, and the kitchen has all your cooking needs. CLICK SHOW MORE.

4.94 out of 5 average rating, 215 reviews

Guesthouse in Lakeland

Swan City Studio +Courtyard, mins historic downtwn

Your cozy retreat awaits you in Sunshine Studio! It is centrally located in Lakeland, a short drive from downtown, Florida Southern College(1.4 miles) SEU(1 mile) 17 mins from SUN N FUN!The studio comes fully equipped with everything you need to enjoy a relaxing or adventurous stay! Cook a dinner for two in the well appointed modern kitchen! Enjoy a glass of wine in the warm lit courtyard to cap the night! Private parking is just a few steps down the pathway through the courtyard from your door!

A serene lakeside view showcases the tranquil waters of Lake Hollingsworth, surrounded by lush greenery and walking paths. Patterns of vegetation are visible along the shoreline, while distant trees line the horizon, creating a peaceful natural landscape.

4.98 out of 5 average rating, 114 reviews

Lakeland LakeFront 4BD|3BA FSC SEU Sun&Fun Tigers

Welcome to Laketitude—your spacious lakefront escape on Lake Hollingsworth! Just steps from Florida Southern College and Frank Lloyd Wright gems, minutes to downtown Lakeland, Sun ’n Fun, and Tiger Town, with Tampa and Orlando only 40 mins away. This 4BR/3BA retreat sleeps 10 and features a large backyard, 65” Smart TV, Xbox, coffee bar, and full kitchen—perfect for families, college visits, and getaways. Don’t miss out on our deep connection with FSC’s rich history- message us to learn more!

The living room features a vintage vinyl record wall that adds character. A spacious white sofa and a brown leather couch are positioned for relaxation. Natural light filters through shuttered windows, illuminating the hardwood floor and a round area rug with a geometric pattern.

4.96 out of 5 average rating, 102 reviews

LKLD Legacy near Downtown Lakeland

The LKLD Legacy is a midcentury ranch, and third generation owned home, in the heart of Lakeland. It's located 5 minutes from downtown, near colleges, and close to I4 exits toward Tampa & Orlando (37mi to Disney, 19mi to Legoland)! The home is in a family-friendly neighborhood and within walking distance to parks and lakes. The large fenced in backyard is perfect for kids and pets (*pet fee required*). Before you leave, snap a photo with the instant camera and add it to our guest photo album!

4.94 out of 5 average rating, 194 reviews

Cute, Historic District Home - GREAT LOCATION

Enjoy a stylish experience at this centrally-located place 5 mins from downtown Lakeland, 8 mins from I-4, 40 mins from Tampa and Orlando (Disney World/Universal), 1 hour from several beaches including Clearwater. 🐕 Pet friendly but you MUST include your pets in the reservation Nearby places of interest: - Downtown Lakeland - Southeastern University and Florida Southern College - RP Funding Center - Lakeland Linder International Airport - Polk Theatre - Circle B Nature Reserve - and more!

4.92 out of 5 average rating, 228 reviews

A single-story cottage is presented with a light blue exterior and bold yellow front door. A spacious driveway leads to a garage on the left, while lush greenery surrounds the property, enhancing the inviting outdoor space. A clear sky provides a bright backdrop.

Home in Plant City

Strawberry Patch Cottage

Come make the Strawberry Patch Cottage your home away from home! Enjoy your stay in the country while only minutes away from everything the vibrant life of Plant City has to offer. Stay in an immaculately cleaned fully remodeled cottage with WIFI, central heat and air and sleep in the lap of luxury on the high end mattresses made with cooling materials with adjustable head base! At the Strawberry Patch Cottage you will have no keys to worry about with our keyless entry code of your choice.

A large outdoor space features a private pool surrounded by loungers in blue and a shaded dining area. A patio table with chairs is placed in the foreground, while a safety fence encloses the pool area, providing a secure environment.

4.98 out of 5 average rating, 124 reviews

Kid-friendly Home w/ Pool & BBQ

Enjoy a delightful stay in our Renovated 3BD house for your Winter Haven trip. The unit is equipped with dryer, washer, Wi-Fi, fully equipped kitchen, baby proofed, and BBQ to make your stay comfortable. Enjoy the private pool, free parking, and large patio. Our house is 20 mins away from LEGOLAND and 50 mins away from Disney Parks and attractions. Discover Winter Haven’s chain of lakes with all the water sports and its surroundings in the best way. We look forward to hosting you!

An inviting swimming pool is surrounded by a spacious patio area, featuring lounge chairs and a shaded table with an umbrella. The serene view of Little Lake Otis and lush greenery is visible in the background under a partly cloudy sky.

4.92 out of 5 average rating, 226 reviews

Legoland Lakehouse Canoe&Kayak Retreat

Relax in style in this 100 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.

A spacious living area features a sectional sofa with an ottoman and two accent chairs, set on a soft, light rug. A ceiling fan provides cooling, while natural light filters through a large window dressed with sheer curtains. A small side table with a lamp complements the decor.

4.82 out of 5 average rating, 134 reviews

Heart of South Lakeland in adorable neighborhood!

In the heart of South Lakeland, in one of the most sought out locations. Easy access to a variety of restaurants, shopping and minutes away from the Polk Parkway and South Florida Ave. Whether your destination is here in Lakeland, to the beach, or off to see Mickey, our goal is to make you feel at home! The home features a newly remodeled kitchen, a smart tv, memory foam mattresses, and all the coffee!

A modern living area features a sectional sofa adorned with blue and white decorative pillows. A round coffee table with a marble top sits on a textured area rug. Natural light fills the space through sheer curtains, complemented by a stylish console table and a round mirror.

4.99 out of 5 average rating, 122 reviews

Cozy 3 bedrooms 2 bathrooms

Relax with the whole family at this peaceful and charming home in Winter Haven.This home is centrally located and is within walking distance to Lake Howard , downtown winter haven and plenty attractions We are located 10 minutes from Legoland, Peppa Pig Park, five minutes to Advent Health Fieldhouse, five minutes to Winterhaven Hospital, 45 minutes to Walt Disney World, SeaWorld and Busch Gardens.

5.0 out of 5 average rating, 111 reviews

Stylish 3BR | Pets + Fenced Yard

Luxurious 3-bedroom Lakeland retreat in the peaceful Lake Hunter neighborhood. This beautifully styled home offers modern comforts and Southern charm. Comfortably sleeps 8 guests. Minutes from downtown Lakeland, colleges, and spring training. Features a fully fenced yard, modern kitchen, and family-friendly amenities. Perfect for families, couples, or business travelers seeking a serene escape.

Popular amenities for Lakeland pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

The exterior of a spacious home is presented, featuring a blue façade and a welcoming entrance. Lush tropical foliage surrounds the property, which is highlighted by palm trees and manicured lawns. A vibrant sunset casts colorful hues in the sky, enhancing the serene atmosphere.

4.98 out of 5 average rating, 138 reviews

Spectacular Waterfront Home in Winter Haven

A charming lake home is showcased with a light-coloured façade and blue shutters. A welcoming entrance is flanked by decorative chairs, with well-maintained landscaping featuring green grass and flower beds enhancing the outdoor appeal.

4.98 out of 5 average rating, 125 reviews

Lake View, Game Room, 10 min Legoland

4.99 out of 5 average rating, 160 reviews

The Tiny House is situated in a serene outdoor setting, featuring a light-blue exterior with a metal roof. A wooden porch with rocking chairs extends at the front, while the surrounding landscape includes lush green grass and landscaping along a gravel path.

Tiny home in Lakeland

Charming Tiny House on 5 acres with POOL/ HOT TUB

4.94 out of 5 average rating, 108 reviews

A single-story home showcases a well-maintained front lawn with lush green grass. The house features a welcoming entrance with a central door, flanked by large windows. A driveway leads to a two-car garage with decorative doors, while a fenced yard adds privacy.

Home in Davenport

Sunny-All-Day Pool Vacation Home

4.97 out of 5 average rating, 151 reviews

A private backyard features a clean in-ground pool surrounded by a paved patio. Two lounge chairs are positioned beside the pool, and a dining set with four chairs sits nearby. Lush greenery and a white privacy fence enhance the serene outdoor setting.

Home in Cypress Gardens

The Dalt Retreat

4.79 out of 5 average rating, 354 reviews

A serene backyard features a clear swimming pool surrounded by a tiled deck. Sun loungers are positioned around the pool, with a shaded dining area beneath a striped umbrella. Lush greenery and tall trees provide a natural backdrop, enhancing the outdoor space.

Home in Cypress Gardens

Florida Oasis w/ Pool near LEGOLAND

4.89 out of 5 average rating, 124 reviews

An outdoor area features a spacious screened lanai with a pool surrounded by a safety fence. Two blue lounge chairs are positioned nearby under the sunlight, offering a relaxing spot. A swing set and play equipment are visible in the background, complemented by a well-maintained landscape.

Home in Valrico

4 bedrooms 2.5 bathrooms Pool

A cozy living area features a light brown sectional sofa and a matching sofa adorned with patterned cushions. A modern coffee table sits in the center, with a remote control placed on top. A large artwork of a character hangs above, flanked by two lamps.

4.89 out of 5 average rating, 138 reviews

Legoland Splash Escape (pool and hotub)

Pet-friendly home rentals with a hot tub

Guesthouse in Winter Haven

The living area features a dark brown couch adorned with orange throw pillows, positioned near a small wooden table. A vibrant yellow door and light green cabinetry add a cheerful touch. A rug with floral patterns is laid on the floor, creating a cozy atmosphere.

Cozy guest house w/ fenced yard and hot tub

4.8 out of 5 average rating, 132 reviews

4.85 out of 5 average rating, 322 reviews

Townhouse in Kissimmee

6 miles from Disney ! Private pool

4.92 out of 5 average rating, 216 reviews

The exterior of a two-story home is framed by lush greenery and neatly manicured hedges. A brick driveway leads to the entrance, where a decorative door is flanked by two round windows. A balcony is visible above, surrounded by elegant railings.

Villa in Davenport

Beautiful villa home near Disney

Superhost

An inviting outdoor space features a gently curving pool with a built-in hot tub, surrounded by a screened enclosure. Comfortable lounge chairs are arranged nearby, with two patterned hammocks and a dining area visible in the background. Soft evening colors fill the sky above.

Home in Davenport

There is no other place you want to be than here.

4.77 out of 5 average rating, 127 reviews

4.99 out of 5 average rating, 111 reviews

Home in Davenport

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

4.88 out of 5 average rating, 117 reviews

Condo in Davenport

Luxurious living just 15 min/Disney.

4.93 out of 5 average rating, 166 reviews

Home in Kissimmee

Private Pool + Spa Game Room •4m Disney •Pinball

4.86 out of 5 average rating, 100 reviews

Home in Lake Wales

Lake Retreat w/Pool & Hot Tub near Bok tower

Pet-friendly house rentals

Superhost

A renovated house is framed by mature trees, displaying a fenced front yard that features a paved walkway leading to the entrance. The structure includes a simple facade with large windows, allowing natural light to enter the interior.

Home in Auburndale

three bedroom family house, near legoland

4.91 out of 5 average rating, 207 reviews

The saltwater heated pool is enclosed within a screen patio, surrounded by a well-maintained white fence. Comfortable cushioned seating is visible nearby, along with potted plants adding a touch of greenery. Clear blue skies enhance the peaceful atmosphere of the outdoor space.

4.85 out of 5 average rating, 40 reviews

Relax in Heated Saltwater Pool w/ Screened Lanai

A bright bedroom features a bed with an orange accent blanket and white linens. Two bedside lamps provide soft lighting beside the bed. Large windows with sheer curtains allow natural light, and a standing mirror is positioned to the side, reflecting the room's layout.

4.95 out of 5 average rating, 77 reviews

Lake Hunter Cozy Cottage, Sleeps 6

5.0 out of 5 average rating, 20 reviews

Private Pool Oasis • King Suite • Fenced Yard

5.0 out of 5 average rating, 12 reviews

Luxury Lake Morton Lakeland | Walk to Downtown

The single-story white villa is surrounded by lush green grass and mature trees. Windows are framed with dark accents, and several planters are positioned along the exterior. The expansive yard offers a spacious area for outdoor activities.

4.98 out of 5 average rating, 45 reviews

Lakeland Paradise Villa

A modern kitchen and dining area feature glossy white cabinetry and sleek stainless steel appliances. A large island with three stools provides ample workspace, while a dining table with high-backed chairs accommodates several guests. Natural light streams through the windows, enhancing the bright and open feel.

4.91 out of 5 average rating, 54 reviews

Beautiful Family Home with a pool