Apartment vacation rentals in Winter Haven

Apartment in Winter Haven

A circular fire pit area is surrounded by multiple light gray Adirondack chairs on a stone patio. The fire pit is filled with glowing flames, creating a cozy atmosphere against a backdrop of a calm lake at dusk, with soft colors in the sky.

5 out of 5 average rating, 24 reviews

Luxury by Legoland 104

Experience comfort and convenience in this stylish 2-bedroom, 2-bathroom apartment, located less than one mile from the LEGOLAND entrance. Situated in a brand-new 2024 luxury complex, this ground-floor unit offers a seamless blend of relaxation & entertainment, perfect for families and theme park enthusiasts. Amenities & Features: • Resort-style heated pool • State-of-the-art fitness center • Fire pits, BBQ grills, and picnic spaces • LEGOLAND-themed kids’ bedroom for a fun, immersive stay

Apartment in Winter Haven

A balcony view overlooks a serene lake, framed by lush palm trees and vibrant green foliage. Bright blue skies and scattered clouds add to the tranquil setting, while glimpses of the driveway and nearby structures can be seen in the distance.

4.98 out of 5 average rating, 158 reviews

Florida Penthouse in luxurious mansion!

Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!

An open living area features a modern design with a spacious layout. A comfortable sofa with accent pillows and a coffee table is set in front of a large window. The adjacent kitchen is equipped with sleek cabinetry and modern appliances, complemented by a dining space visible in the background.

4.93 out of 5 average rating, 103 reviews

3180-207 Resort Pool View Disney Universal Orlando

Brand New Bohemian & Chic 2bedroom /2bath fully equipped apartment . Pool View for up to 6 guests. Located in the family friendly Storey Lake Resort minutes from Disney. The open floor plan blends kitchen, dining, living room with 70"TV & Relax Room. Master suite has a King bed & 65"TV. Second bedroom has a Queen & Twin bed w/ Smart TV. Close to outlet malls & retail stores. FREE Water Park & Amenities: POOLS, KIDS SPLASH ZONE, WATER SLIDES, LAZY RIVER, GYM, TIKI-BAR, ICE CREAM SHOP & More.

Apartment in South Lake Morton Historic District

A bright workspace is showcased with large windows offering views of the lake. Two yellow armchairs sit beside a glass-top table. A desk with a lamp is positioned against the wall, with a potted plant adding a touch of greenery.

5 out of 5 average rating, 108 reviews

Romantic Lakefront – Feed Swans – Walkable Dining

Discover SWAN LAKE VACATIONS. Swan elegance meets city charm steps away. Highlights: • Lake Views • Downtown Stroll • King-sized bed • Modern Comfort • Full Kitchen • Semiprivate Patio • Between Tampa & Orlando Why Swan Lake Vacations? • Central Hub • Safety Assurance • Easy drive to beaches and Walt Disney World • Experienced Hosts Escape to Swan Lake Vacations—a place where swans grace the surroundings next to quaint downtown life. Book for a perfect blend of nature and urban comfort!

Apartment in Winter Haven

A bright sleeping area features a wooden bed frame with a neutral-toned bedspread, accented by a decorative orange pillow. A green chair sits beside a nightstand with lamps. Wall art and a textured hanging piece add character, while natural light filters through the curtains.

5 out of 5 average rating, 33 reviews

Cozy Boho Studio

Welcome to this cozy and stylish retreat! This is a separate private apartment attached to our home. It is cozy and very clean. This thoughtfully designed living space combines modern elegance with comfort, perfect for unwinding after a day of exploring. The space is ideal for relaxing or catching up on your favorite shows. The space has a warm couch/futon and everything you need to feel at home. Ideal for solo travelers or couples looking for a comfortable and stylish getaway.

4.96 out of 5 average rating, 245 reviews

A wooden deck overlooks the calm waters of Lake Ariana, framed by greenery. A small table with two chairs is positioned to enjoy the view, while a potted plant adds a touch of nature to the space. Spanish moss drapes gracefully from nearby branches.

Apartment in Auburndale

Ariana Place - Tree House Like Lakefront Views

An Upstairs Sumptuous Tree house (like) Apt on Lake Ariana Waterfront. Upper Outside Deck with chairs & table. Quiet and tranquil with Hi-Speed Wifi for Business Travelers, Smart Antenna TV and Incredible Views for Romantic Get-Aways. Located near Disney, Legoland & Busch Gardens in Central Florida. Luxurious Bedding, Full Kitchen with Coffee & Wine Bar. One Complimentary Bottle of Cabernet per Stay. Sorry, No Pets. No Smoking inside Apt but allowed on property. Save 5% monthly

The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.

4.99 out of 5 average rating, 122 reviews

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Apartment in CHAMPIONS GT

A contemporary bedroom features a spacious bed with a blue throw blanket and decorative pillows. A tufted blue headboard adds style, while sunlight streams through a large window adorned with patterned curtains. A circular mirror and bedside lamps enhance the modern decor.

4.89 out of 5 average rating, 219 reviews

Magical Newly Renovated 10 minutes to Disney 2+2

Tuscana Resort Orlando, is beautifully landscaped with lush planting and a private woodland. Tuscana Resorts has received the Certificate of Excellence from TripAdvisor for 5 years running! Located 10 minutes from Disney World and overlooking the world famous champions gate golf course, this resort is equipped all the amenities to ensure an enjoyable stay; This unit has been completely renovated as of Feb 2020. Be the first to rent our professionally designed home!

4.89 out of 5 average rating, 371 reviews

Apartment in Dixieland

Cozy 2B/1 Downtown Hideaway

This cozy mother in law suite is a duplex that shares a wall with the main house but not an entrance. You will be blocks away from a neighborhood playground as well as beautiful Lake Hollingsworth. Being in the heart of Lakeland, you are never far from entertainment or nature. It's almost equally distant from Orlando and Tampa at about a 45-minute drive and the beach being about an hour and 20 minutes away. All that downtown has to offer is just 2 miles away.

4.83 out of 5 average rating, 126 reviews

A modern kitchen area is depicted, featuring a black refrigerator and a microwave mounted above it. Dark wood cabinetry provides ample storage, and a silver kitchen sink is positioned next to a coffee maker. A decorative plant adds a touch of greenery to the countertop.

Apartment in Lakeland

❤️ Brand New Modern Studio Perfect for Long Stays

This modern and private modern studio has space for three people, located in one of the best areas of Lakeland, less than 1 mile from Lake Hollingsworth, close to downtown Lakeland and major universities. Close to Disney World and 1 hour from Clear Water Beach. It is a central but quiet neighborhood, close to Publix supermarket, restaurants, gas station and laundry. Without a doubt, a cozy space !!! Don’t hesitate to ask if you have any questions.

A bright and airy living space features a cozy sofa and a circular coffee table surrounded by wooden chairs. Natural light fills the area through a large window adorned with light curtains, while greenery adds a touch of nature to the decor.

4.97 out of 5 average rating, 107 reviews

Sunny Oasis *FreeParkShuttle*Boho-inspired retreat

Welcome to Sunny Oasis, your perfect escape in the heart of Orlando. Immerse yourself in a beautifully curated Boho ambiance, filled with natural textures, earthy tones, and sunlit spaces. Whether you’re relaxing after a day at the parks or enjoying a peaceful getaway, Sunny Oasis offers the comfort and serenity you deserve. Book your stay with us and experience the allure of Orlando’s attractions in a clean, serene, and superbly located getaway.

Apartment in Cleveland Heights

The spacious bedroom features a queen-sized bed dressed in neutral linens. Light filters through sheer curtains, illuminating a dresser and a television. A bedside lamp adds functionality, while decorative elements enhance the calming decor of the room.

4.97 out of 5 average rating, 175 reviews

Hidden Emerald Apartment

Your family will be close to everything when you stay at this centrally-located place. Within walking distance to restaurants, major grocery stores, parks, and much more. Midway between the major cities of Orlando and Tampa for the urban seekers. Reserved guest parking, yard sitting area, washer & dryer, work station, and a children-safe environment. This apartment was designed to accommodate all of your needs.

Popular amenities for Winter Haven apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5 out of 5 average rating, 4 reviews

Modern Vacation Home Just Minutes from Disney

A spacious living area showcases a gray sofa adorned with decorative pillows. A dark rug sits beneath the seating arrangement, while a dining set with light wooden chairs and a round table is visible in the adjacent open-concept kitchen. A ceiling fan and floor lamp provide ambient lighting.

4.88 out of 5 average rating, 89 reviews

Relax in Cozy Apt 1/1 near to Disney

An open concept kitchen and living area is displayed, featuring a modern kitchen with a spacious island and three bar stools. The area includes light wood cabinetry, stainless steel appliances, and a cozy living space with a television, maintaining a bright and inviting atmosphere.

5 out of 5 average rating, 34 reviews

2BR/2BA Oasis Near Disney +Resort Pool & Amenities

An outdoor area is presented with a large chessboard featuring black and white pieces, surrounded by orange lounge chairs. Lush palm trees and vibrant greenery frame the scene, while bright umbrellas provide shade against clear blue skies.

4.97 out of 5 average rating, 38 reviews

Near Disney Condo 3B2B Pool & Spa at Tuscan Resort

An outdoor patio area is shown, featuring a wooden picnic table positioned on a paved surface. A grassy patch lies nearby, and a door leads into the house. Greenery can be seen in the background, contributing to the outdoor setting.

4.92 out of 5 average rating, 62 reviews

“Cozy Studio apartment “

A tranquil swimming pool area is surrounded by lush palm trees and well-maintained landscaping. Loungers are arranged neatly, and shaded cabanas provide seating. Guests can be seen enjoying the clear blue water on a sunny day, with a few buildings in the background.

4.99 out of 5 average rating, 77 reviews

What a wonderful Place!

4.93 out of 5 average rating, 45 reviews

Golden Retreat | 15 MIN from Kissimmee Main Street

4.96 out of 5 average rating, 48 reviews

Apartment in Dixieland

Lake Hunter Haven- Min to Spring Training/FSU/SEU

Private apartment rentals

4.89 out of 5 average rating, 91 reviews

Cozy Apartment Close to Disney

The bedroom features a spacious bed with a patterned duvet and decorative pillows. A ceiling fan provides airflow, while an air conditioning unit is mounted on the wall. A television is mounted above a dresser, and a doorway leads to an adjacent room.

4.65 out of 5 average rating, 99 reviews

Unit A Small Apt Close to Theme Parks

5 out of 5 average rating, 8 reviews

Sketch Pad

A modern living room is depicted with a full sofa, coffee table, and a smart TV. Natural light enters through the sliding glass door leading to the balcony. Three framed botanical prints decorate the wall, while a floor lamp adds soft illumination.

5 out of 5 average rating, 47 reviews

Modern Condo: 10 Min to Disney + Fireworks Views!

An inviting swimming pool is surrounded by lounge chairs and umbrellas. Palm trees and greenery create a relaxed atmosphere. A paved area provides access to the pool, which is complemented by shaded seating options, perfect for enjoying the sun or relaxing in the shade.

4.87 out of 5 average rating, 45 reviews

Cozy Disney apartment

A spacious living area is featured, with a light-colored sofa set against a large window that provides natural light. Two dark chairs and a stylish white coffee table are present. A simple rug covers the floor, and wall art is displayed above the couch.

4.97 out of 5 average rating, 32 reviews

Comfy Reunion Apto /Vista Golf • Piscina y Disney

A patio area features two wicker chairs and a glass-top table, overlooking a lush green golf course. The scene captures an expansive view of the manicured landscape, with well-maintained grass and trees in the distance under a cloudy sky.

4.87 out of 5 average rating, 76 reviews

Golf Course View/Free Parking/Pool /Gated/Disney

The living area features a spacious gray sectional sofa arranged around a white coffee table, with decorative items adding style. A large window provides natural light, complemented by modern shelving and a lamp. The open kitchen is visible in the background, emphasizing a comfortable layout.

5 out of 5 average rating, 63 reviews

Modern Luxury Kissimmee Retreat

Apartment rentals with a hot tub

An open living area features a wooden dining table surrounded by matching chairs. A comfortable gray sofa faces a television mounted on the wall. Natural light is let in through large windows, complemented by light-colored curtains. A fruit bowl is displayed at the center of the table.

4.9 out of 5 average rating, 20 reviews

Oasis of Davenport.

A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.

4.9 out of 5 average rating, 154 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

4.75 out of 5 average rating, 4 reviews

Family Paradise : 3BR Resort Suite Close to Disney

The penthouse offers a view of the expansive neighborhood, featuring several buildings and lush greenery. A large swimming pool is visible below, surrounded by lounge chairs. The balcony is furnished with seating, ideal for enjoying scenic landscapes and sunlight.

4.94 out of 5 average rating, 31 reviews

Spacious Modern Penthouse

A sunlit living area is shown with a gray sofa and a white coffee table in the center. A large window reveals a view of greenery outside, while a mounted flat-screen TV is visible on the wall. A bedroom is glimpsed through an open door.

4.8 out of 5 average rating, 106 reviews

Suites at Lake Buena Vista close Disney Springs A8

A living area features a wooden coffee table and a flat-screen TV mounted on the wall. Light drapes frame large glass doors that open to a balcony overlooking lush greenery. A decorative plant adds a touch of nature to the space.

4.95 out of 5 average rating, 65 reviews

Bahama Bay Resort-2BR/2BA Near Disney

A modern kitchen features crisp white cabinetry and sleek stainless-steel appliances. A spacious island is complemented by contemporary stools, with an organized countertop housing kitchen essentials. Gray tile backsplash adds a subtle texture, while natural light brightens the open layout.

4.94 out of 5 average rating, 157 reviews

BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401

The bedroom features a spacious bed dressed in white linens, complemented by a decorative pillow. Artwork of iconic characters adorns the wall above the headboard. A lounge chair is positioned beside a window, with blackout curtains surrounding the space.