House holiday rentals in Lakeland

4.97 out of 5 average rating, 143 reviews

The exterior of the single-family home features a manicured lawn with lush greenery and vibrant plants. A spacious driveway leads to a garage, while decorative landscaping enhances the inviting atmosphere of the front yard.

Home in Lakeshore

Clean Lakeland Home w/ Water Views & RV Parking!!!

This super clean, cute as a button Single Family Home provides ample parking with a huge fenced in backyard perfect for your short-term stay! You will find thoughtful touches throughout like USB Wall Outlets and complimentary bicycles! Conveniently located at the center of Lakeland, just minutes of a walk to Lakeland Regional Medical Center (Hospital) along with the newly constructed Carol Jenkins Women's Center. This home has it all and anxiously awaits your arrival to begin making memories!

A dining area features a wooden table surrounded by beige chairs and a bench. Two decorative blue vases are placed at the center. A stone fireplace serves as a backdrop, with a modern light fixture above. A mirror reflects the room's light blue walls.

4.8 out of 5 average rating, 113 reviews

Spacious 3BR Home | Peaceful Stay Near I-4

Located in a safe and quiet neighborhood, this stylish home offers the perfect mix of comfort, convenience, and privacy, ideal for families, work trips, or weekend getaways. 🌿 Enjoy peaceful mornings or golden sunsets from the backyard with relaxing views of the pond. You might spot birds like cranes, ducks, or even herons. 📍Whether you're in town for work, visiting family, or just passing through, this home is your cozy home base in Central Florida. ✨ Weekly & Monthly Discounts Available

A quaint green cabin is nestled among tall trees, featuring a sloping roof and large windows that invite natural light. String lights are visible, adding a touch of charm, while the front porch offers a welcoming space for relaxation.

4.87 out of 5 average rating, 128 reviews

The Woodsy Weekender

Take it easy at this unique and tranquil getaway in the woods. Wake up in one of our cozy queen or full sized beds, and enjoy coffee and hot chocolate on the 2nd story deck. 10 minutes from downtown Lakeland, spend your day walking our beautiful lakes and eating at our foodie hotspots. End your day back the at Woodsy Weekender making dinner in our full kitchen and sipping wine on the screened in back porch swings watching the sunset. The perfect little "Safe Haven" cabin for all occasions.

A modern living area features a light gray sectional sofa and a round coffee table set atop a soft area rug. The open design allows visibility into a fully equipped kitchen with white cabinetry and stainless steel appliances. Natural light brightens the space from nearby windows.

4.76 out of 5 average rating, 145 reviews

Gorgeous Private Lakeland Home

Guests love our spacious and charming fully updated and renovated home, just a short drive from Disney and Universal Orlando, Busch Gardens, and the beaches of Tampa Bay! Take an evening stroll to one of the serene surrounding lakes. Adjacent to famous Lake Hollingsworth and within close proximity of downtown Lakeland and the RP Funding Center. Perfect for your next getaway including High speed Wifi, Two 4K 55” and One 4K 65" TV with Netflix and everything you need for your vacation!

Home in Lake Hollingsworth

The open living area features a comfortable sofa set, a stylish area rug, and large windows allowing natural light to fill the space. An island kitchen with contemporary bar seating and modern appliances is visible, creating a seamless flow between dining and living spaces.

4.98 out of 5 average rating, 144 reviews

Gorgeous Gem in the Heart of Lakeland

LOCATION, LOCATION! This gorgeous, spacious, newly renovated home is located on one of the most desired and safest streets in all of Lakeland, and steps away from the beautiful Lake Hollingsworth and Trail. Close to the lake, and a short drive to downtown Lakeland, this gem is in the perfect location! This home features zero gravity beds, a gourmet kitchen, smart TVs and WiFi throughout, comfortable sofas with ample seating for entertainment, dining and more. You'll love this place!

4.84 out of 5 average rating, 178 reviews

A private pool area is set within a spacious backyard, featuring a clear blue pool surrounded by stone tiles. Comfortable seating is arranged nearby, offering views of the yard. A floating lounge is visible in the water, adding an element of relaxation.

Home in Dixieland

Hollingsworth Pool Home

This artistic, craftsman-style pool home is regally situated on a red brick street in Lakeland's beloved Lake Morton Historic District. Centrally located, with Lake Hollingsworth just 2 blocks away, the Hollingsworth House is also walking distance to Cob & Pen, Concord Coffee, and the trendy Dixieland neighborhood where you can shop at antique and boutique shops. The large pool is surrounded by 8 foot privacy fence and a fully-fenced in backyard. Free driveway parking.

Home in South Lake Morton Historic District

A spacious bedroom is furnished with a large bed, accompanied by bedside lamps. A cozy chair and a vibrant yellow sofa provide seating options. A dining table for two is positioned near the window, while framed artwork decorates the walls.

4.93 out of 5 average rating, 108 reviews

Charming Historic Area Retreat!

Welcome to our charming one-bedroom short-term rental nestled in the scenic Lake Morton Historic District and conveniently located near the prestigious Florida Southern College. This thoughtfully designed accommodation offers a perfect blend of modern comfort and historic charm. Situated just a stone's throw away from the beautiful Lake Hollingsworth and Lake Morton our property provides an easy access to leisurely strolls around the lake and jogging trails.

A spacious kitchen features light grey cabinetry and a modern refrigerator, complemented by a round dining table set with a black and white checkered runner. Natural light fills the area, illuminating the cooking space equipped with essential appliances and countertop prep areas.

4.97 out of 5 average rating, 105 reviews

“Our Nest” Cozy Retreat Near Downtown & FSC Campus

Welcome to Our Nest—a peaceful retreat along Lakeland’s historic brick streets. Just steps from Frank Lloyd Wright’s iconic architecture, this one-bedroom stay offers a plush king bed, stocked kitchen, fast Wi-Fi, smart TV, and a private patio perfect for slow mornings or quiet evenings. Walk to Lakes Morton and Hollingsworth, explore cafés, or relax as swans drift by. Clean, quiet, and thoughtfully prepared—the kind of place we’d want to find ourselves in.

Home in South Lake Morton Historic District

The living room features a cozy blue sofa paired with colorful armchairs. A wooden coffee table sits on a textured area rug, while sunlight streams through the windows adorned with blinds. Decorative accents, including wall art, contribute to the inviting atmosphere.

4.88 out of 5 average rating, 164 reviews

The Funky Swan Shack by Lake Morton & Downtown

Enjoy every pop of color in our Vintage Florida Cottage located in the Lake Morton Historic District and just a short walk to Lake Morton, Lake Hollingsworth, and Florida Southern College. This home is just one mile from Downtown Lakeland, Dixieland Historic District, and all of Lakeland’s top restaurants and bars; and is in an absolutely perfect location for exploring all of Lakeland, Tampa, Orlando, Disney World, and Florida beaches.

The image captures a serene lake view from a grassy area, with a wooden deck overlooking calm waters. Lush trees frame the scene, providing shade and a natural ambiance. Water lilies are visible on the surface, enhancing the tranquil lakeside setting.

4.94 out of 5 average rating, 153 reviews

Charming Lakefront Cottage with Stunning Views

Welcome to our lake house retreat in Lakeland, Florida. You can enjoy a peaceful getaway with beautiful sunset views and tranquil waters during the evenings, and still visit major cities such as Orlando and Tampa during the day which are less than an hour away. Minutes from Southeastern University, Florida Southern, Lake Hollingsworth, and other attractions in the Lakeland area.

4.98 out of 5 average rating, 576 reviews

A two-story house is set among lush greenery, featuring a welcoming porch with black railings. Vibrant pink flowers hang from a planter, adding a touch of color. The open space underneath the house provides parking options, surrounded by trees and landscaped grounds.

Home in Plant City

The Strawberry Field Stilt House

555 square foot house overlooking 30 acres of strawberry fields and trees. Extra guest fee is $20 per person per night after 2. Dogs are allowed with pre-approval. NO cats allowed. There is a $100 pet cleaning fee. Yes you will have the house to yourself. I stay in another house on the same property so I’ll generally be around if you have any questions or issues.

Home in Lake Hollingsworth

A bright living room features large windows overlooking greenery. A rich orange sofa is centered with multiple decorative pillows. A glass coffee table sits atop a patterned area rug, complemented by stylish seating and a small plant arrangement. A guitar leans against the wall, adding a creative touch.

4.99 out of 5 average rating, 138 reviews

Luxury Mid Century Home w/ King Bed by Golf Course

A centrally located mid century home! Perfect for families looking to make lasting memories. Unwind in the relaxing living room that overlooks Cleveland Heights Golf Course. Common Grounds playground / tennis courts are directly across from your front door. A short stroll down the street will lead you to the prominent Lake Hollingsworth.

Popular amenities for Lakeland house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.78 out of 5 average rating, 131 reviews

A light-filled living area features a wall-mounted television displaying a vibrant scene. Two blue chairs are positioned around a wooden coffee table, which is topped with a small plant. Greenery adds a touch of nature, and a patterned rug enhances the space's comfort.

Home in Haines City

Highly Rated: Pool, Golf Views, Disney, Legoland

4.9 out of 5 average rating, 150 reviews

A bright and open living area features modern furnishings, including a sectional sofa and stylish yellow accent chairs. A large flat-screen TV is mounted on the wall, while decorative elements and a vibrant area rug contribute to the space's contemporary aesthetic.

Home in Davenport

Awesome Vacation Home w/ Private Heated Pool/Spa

4.93 out of 5 average rating, 118 reviews

A screened-in pool area features a spacious pool with clear blue water, surrounded by a concrete deck. A hot tub is adjacent, and a view of the lake is visible beyond. Lush greenery and a few lounge chairs complement the outdoor ambiance.

Home in Winter Haven

Fantastic Water Front Home on the Chain of Lakes

4.93 out of 5 average rating, 138 reviews

The exterior features a light blue structure complemented by a covered carport. A well-maintained lawn with decorative stones and shrubs adds to the inviting atmosphere. Large windows provide natural light into the living spaces.

Home in Kissimmee

Winter Villa in Florida by the Lakes

4.9 out of 5 average rating, 183 reviews

The exterior of the home features a light-colored facade with a welcoming entrance. A neatly landscaped yard includes vibrant green shrubs and a palm tree. The driveway leads to a single-car garage with a white door, set against a backdrop of clear blue skies.

Home in Haines City

Southern Dunes Villa - Pool - Golf - near Disney

4.99 out of 5 average rating, 107 reviews

A heated pool and spa are enclosed within a screened patio, providing a sunny retreat. The clear blue water glimmers under the open sky, while lounge chairs are positioned nearby for relaxation. Lush greenery surrounds the area, offering a tranquil backdrop.

Home in Davenport

Sweet Sunshine. 4 king beds. Heated pool.

4.99 out of 5 average rating, 145 reviews

The image showcases a tranquil swimming pool reflecting vibrant hues of orange, pink, and purple from the sunset. A screened enclosure allows for an unobstructed view of the sky, with palm trees visible in the background, enhancing the serene atmosphere.

Home in Davenport

Sunset Villa

4.92 out of 5 average rating, 191 reviews

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.

Home in Winter Haven

Legoland Lakeside Splash Retreat

Weekly house rentals

4.82 out of 5 average rating, 33 reviews

4BR Lakeland Retreat – Private Pool + Fenced Yard

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.

4.92 out of 5 average rating, 26 reviews

Relax in Heated Saltwater Pool w/ Screened Lanai

A spacious pool deck is seen, featuring a freeform pool with clear turquoise water. Two bright towels are neatly arranged on a white lounge chair, surrounded by manicured grass and a protective screen enclosure that enhances the outdoor space.

5 out of 5 average rating, 28 reviews

Heated Pool 4BD/2BA 12 PPL Playground Disney Tampa

The outdoor pool area is enclosed by a screened patio, providing a clear view of the calm water reflecting ambient lighting. Surrounding foliage can be seen, contributing to a serene atmosphere. A covered seating area is visible in the background, enhancing the space for relaxation.

5 out of 5 average rating, 30 reviews

Spacious Pool Home in South Lakeland

Home in South Lake Morton Historic District

A cozy living room features a comfortable sofa adorned with colorful throw pillows, paired with a lounge chair. Natural light filters through sheer curtains, illuminating the wooden floor. A dining area with patterned chairs is visible through the archway, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 17 reviews

Retro 70s Style Downtown LKLD, Florida Southern

4.84 out of 5 average rating, 94 reviews

A cozy living area features a light-colored sectional sofa adorned with decorative pillows. Hardwood flooring extends throughout the space, which is illuminated by overhead lights. A wooden dining table with four chairs is visible in the background, along with an open kitchen area and a charming mirror on the wall.

Home in Dixieland

Charming Dixieland Bungalow

A modern kitchen space is presented with white cabinetry and a marble-topped island featuring three brown leather stools. Open shelving holds kitchen essentials, with a gas stove and stainless-steel appliances visible. Natural light filters in through a nearby window, enhancing the inviting atmosphere.

5 out of 5 average rating, 13 reviews

Luxury Modern Home In S Lakeland

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, 55 reviews

Lake Hunter Cozy Cottage, Sleeps 6

Private house rentals

4.94 out of 5 average rating, 67 reviews

A spacious living area features a comfortable gray sofa and a wooden coffee table adorned with a floral arrangement. Natural light fills the space through large windows, while a dining area with a light-colored table and chairs is visible in the background.

Home in Auburndale

Encanto At Auburndale

The living room features a light, neutral color scheme with a stone fireplace as a focal point. Plush sofas are arranged around a coffee table, offering comfort. Large glass doors provide access to the outdoor area, allowing ample natural light to flood the space.

4.96 out of 5 average rating, 53 reviews

Luxury Heated Pool Home, 85 inch TV, King bed

A spacious living room is featured with a light-colored sofa and accent chairs. A coffee table sits at the center of the room, topped with decorative items. A fireplace adds character, while large windows allow natural light to fill the space, complemented by soft, flowing curtains.

4.83 out of 5 average rating, 12 reviews

2/1 Historic “Fenced” family & pet friendly home

A single-story home is situated on a spacious lawn, surrounded by lush greenery and large trees. The front porch features white railings, with several potted plants adorning the entrance. A clear sky provides ample natural light, enhancing the inviting exterior.

5 out of 5 average rating, 28 reviews

Fun Country Acre Getaway 3/2 w/Firepit & Game Rm

Home in Lake Hollingsworth

A bright living area features high ceilings and natural light from multiple windows. Two dark leather sofas are arranged around a central coffee table on a patterned rug. A television is positioned on a wooden console, while a lamp and decorative pieces add charm to the space.

5 out of 5 average rating, 28 reviews

Green Roof House

A spacious living room features two light-colored sofas facing each other, positioned around a central glass-top coffee table. A modern fireplace is visible with a flat-screen TV mounted above it. Large windows and glass doors invite natural light, leading to the outdoor area.

4.92 out of 5 average rating, 51 reviews

Lakeland Highlands Oasis - 3BR Heated Pool Home

A modern living area features a light-colored sectional sofa, complemented by a cozy throw. A flat-screen television is positioned against a wall, while natural light filters through sheer white curtains. Minimalist dining chairs are arranged around a bright, unobtrusive table with a simple centerpiece.

5 out of 5 average rating, 27 reviews

New 4BR Lakeland Home | Whole-Home Water Purifier

The screened-in patio area features a spacious pool with clear water, surrounded by a stone deck. Comfortable seating is arranged nearby, providing a relaxing space for lounging. The area is enclosed, offering protection from insects.