Apartment holiday rentals in Winter Haven

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Top-rated apartment rentals in Winter Haven

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Top Guest favourite

Apartment in Downtown Lakeland

4.99 out of 5 average rating, 118 reviews

The Swan Suites at The Historic Shaw House

The Swan Suites- Located at the Historic Shaw House's Bridal Suite in Downtown Lakeland overlooking Lake Mirror and Hollis Gardens. This beautiful property has been set up to accommodate Bridal Parties getting married in Downtown Lakeland and on Lake Mirror, but also works for regular guests! Relax and stay right in the heart of Downtown Lakeland with lots of local shopping and restaurants just blocks away. The Historic Shaw House, built in 1895, is a wonderful space to host your stay or event.

Top Guest favourite

Apartment in Winter Haven

5 out of 5 average rating, 15 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

Superhost

Apartment in Florida Center

4.88 out of 5 average rating, 321 reviews

Carmen Romantic Studio W/Private Beautiful Terrace

Beautiful Studio!! Amazing private TERRACE!! King side bed. Enjoy the Jacuzzi bathtub!! Our Studio It is located one block from the International Dr. in Orlando city. In the center of everything!!! Universal Studios area. Washing the video on YouTube: https://youtu.be/tJ1QXsomuY8 The resort has 2 open swimming pools and 1 swimming pool with a closed roof with tempered water. Pool hours may change due to COVID Enjoy the Gym and movies in Netflix! This property is not recommended for children’s

Guest favourite

Apartment in Lakeland

4.9 out of 5 average rating, 281 reviews

Downtown Lakeland - 2 bed/1bath Luxury Apartment

Location, Comfort, and Privacy. We have all you look for one night or extended stay. This apartment was newly remodeled and designed for you to feel like home. Private parking, lock code system (key-less). Walking distance from Lake Hunter, Hollingsworth, local coffee shops, restaurants, gas stations, etc. Lakeland is also conveniently located between Orlando and Tampa. 40minutes from Disney & Bush Gardens, 30min to Legoland, 1 hour from Orlando/Universal and the gorgeous beaches on the gulf

Top Guest favourite

Apartment in Winter Haven

4.99 out of 5 average rating, 147 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!

Top Guest favourite

Apartment in Lakeland

5 out of 5 average rating, 127 reviews

Top 1% Stay – Cozy Lakefront with Hand-Fed Swans

In the Heart of Lakeland, FL... on the Banks of Lake Morton! Nestled between the Historic District and beautiful South Lake Morton Historic District... (or as we like to call it, "Swan Lake") this property is located in easy walking distance to: Restaurants & Shopping Lakeland Public Library The Polk Museum of Art Historic Downtown Lakeland Lake Hollingsworth Florida Southern College Lake Mirror Hollis Gardens AND of course... Lake Morton Take it easy at this unique and tranquil getaway.

Guest favourite

Apartment in Winter Haven

5 out of 5 average rating, 23 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.

Top Guest favourite

Apartment in Auburndale

4.95 out of 5 average rating, 237 reviews

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

Guest favourite

Apartment in Lakeland

4.88 out of 5 average rating, 333 reviews

2BR/1BA Downtown Cozy Hideaway 2 parking spaces

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.

Superhost

Apartment in Lakeland

4.82 out of 5 average rating, 121 reviews

❤️ 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.

Superhost

Apartment in Davenport

4.77 out of 5 average rating, 237 reviews

Stunning Newly Renovated Condo 10 min to Disney

Situated close to Davenport in the tranquil gated community of Terrace Ridge and set amidst the beautiful Florida countryside, it is just minutes away from all major Orlando area attractions, theme parks, championship golf courses and amazing shopping. Also, our rates are all inclusive of utilities, pool heat, and use of all the community amenities. Our condo is a 2 Bedroom and 2 Bathroom unit. The unit has been completely renovated (Nov 2016).

Top Guest favourite

Apartment in Lakeland

4.96 out of 5 average rating, 155 reviews

Hidden Emerald-Apartment with Kitchen and Laundry

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.