Apartment vacation rentals in Winter Haven

Apartment in Downtown Lakeland

4.99 out of 5 average rating, 119 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.

5 out of 5 average rating, 21 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

4.99 out of 5 average rating, 150 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!

5 out of 5 average rating, 136 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.

5 out of 5 average rating, 27 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.

4.95 out of 5 average rating, 241 reviews

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

Superhost

4.78 out of 5 average rating, 50 reviews

*Value Stay* Cozy PLUS waterfront apt

Relax with your family at this beautiful, peaceful 1b1b waterfront apartment. Retreat to Central Florida perfect for couples or small families, the apartment features a bright living area with a flat-screen TV, a well-stocked kitchenette, and an outdoor space to relax in after your well-spent days. Hit the links at a nearby golf course, shop and dine throughout town, or go to Walt Disney World during your stay, we are 14 exits away (approx. 40 mins) from Walt Disney World!

Guest favourite

4.88 out of 5 average rating, 347 reviews

Downtown Cozy Hideaway 2BR/1B big yard & fast wifi

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

4.82 out of 5 average rating, 125 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.

Guest favourite

4.88 out of 5 average rating, 59 reviews

Unique cozy studio.

Super comfortable! Modern clean and fully functioning. It is centrally located in Winter Haven. 1/2 mile to downtown, less than 4 miles to Legoland. Meets every shopping need and many great dining choices all within a mile of the house. Includes a driveway, private patio, studio, and bathroom. It is a nice, quiet, safe, and friendly neighborhood close to everything. Self-check in after 3 pm. You will use the code given for the lock keypad.

4.96 out of 5 average rating, 159 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.