Vacation rentals with outdoor seating in Winter Haven

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Winter Haven

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Winter Haven

4.95 out of 5 average rating, 202 reviews

The Paradise Hide Away

This is a beautiful and private place newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! Talk to me if you need different check in/out times? Dogs are allowed with permission. There is a $200 fully refundable pet security deposit to cover any damages that may occur since Airbnb doesn’t cover damages caused by pets plus a non refundable pet fee of $50 per pet for every 1-7 day period and must be paid before checking in !

Dec 27 – Jan 3

G$16,442 GYD per night

Guest favorite

Guesthouse in Lake Alfred

4.95 out of 5 average rating, 119 reviews

Adorable Agave Suite w/ private pool and entrance

Relax & unwind in The Agave Suite, located in a peaceful lake town. This will be your “shome” away from home. Upon entry of the the property you will find a private back entrance, covered parking, private screened in pool and mature trees. Your guesthouse comes equipped with 1 cozy queen size bed, pull-out sofa bed, walk-in shower, kitchenette, smart tv, wifi and more. Looking to explore? We are centrally located to your nearest parks & Florida attractions. Close to fishing docks & bike trails.

Aug 23 – 30

G$18,628 GYD per night

Superhost

Cottage in Winter Haven

4.81 out of 5 average rating, 118 reviews

9 Just Beachin' Cabin Unit 10

Experience the tranquility of the Sunshine State from this quaint-yet-modern vacation rental home, complete with 2 bedrooms, 2 bathrooms, a private deck, and modern interior finishes. You’ll enjoy direct access to a boat launch and the Chain of Lakes, a fishing and boating paradise complete with 24 canal-connected lakes! Spend your days out on the water, make incredible memories with your family at LEGOLAND Florida, or opt to visit the theme parks in Orlando - from this home, you can do it all!

Oct 25 – Nov 1

G$27,243 GYD per night

Guest favorite

Villa in Lake Wales

4.99 out of 5 average rating, 179 reviews

Lakefront, Dock, 2 Kayaks, near Bok & Legoland

** New Construction ** Breathtaking view of lake, private dock (2 kayaks for guests included), beach/swim area, outdoor shower, large private balcony w/gas grill and gorgeous sunsets! 2 Bedrooms each w/walk in closet, two full baths, full kitchen w/all amenities. All new furnishings, (3) 4K Smart TV's, FAST free wifi. Gorgeous location, quiet street, private free parking, 2 private entrances. Villa is detached from main house. Near Disney, LegoLand, Bok Tower. WEEKLY & MONTLY DISCOUNTS

Nov 6 – 13

G$31,984 GYD per night

Guest favorite

Guesthouse in Winter Haven

4.87 out of 5 average rating, 144 reviews

Brutus Way Cottage, a cosy hide away

Enjoy a quick get away at Brutus Way Cottage. It is located to the rear of Lili Haven Bed N Breakfast. On your picturesque drive around Lake Howard, with its walking trail, you will take a right onto a quaint curvy lane known as S. Lake Cannon Drive NW . Be my guest at the cottage surrounded by flowers ; the cottage is nestled in the trees to the back past the Iron gates. Use of the Laundry room available upon request. Have a Hallmark Christmas as we decorate with stylish frills and spills

Oct 9 – 16

G$16,868 GYD per night

Guest favorite

Guesthouse in Winter Haven

4.84 out of 5 average rating, 147 reviews

Adorable 1 bedroom Guesthouse near Lego Land

This is a beautiful and private place offers a queen size bed, newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! We are located less than 8.6 miles from Legoland & under 6.2 miles from the Lake Myrtle Sports complex. Winter Haven is halfway between Orlando and Tampa. Around 29 miles to Disney World, Universal and Sea World. Around 38 miles to Bush Gardens, Dali museum, Aquarium and much more!

Aug 30 – Sep 6

G$18,525 GYD per night

Guest favorite

Home in Winter Haven

4.9 out of 5 average rating, 154 reviews

Hidden Haven Lakehouse Pool by Legoland

Relax in style in this 96 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.

Aug 28 – Sep 4

G$39,435 GYD per night

Guest favorite

Home in Winter Haven

4.96 out of 5 average rating, 267 reviews

Spacious 3 Bed, 2 Bath Home Near Legoland

A gem in the Heart of Winter Haven. This brand new 3 bedroom, 2 bathroom home is fresh, clean and ready for guests. You'll have the entire house to yourself with keyless entry and a private fenced backyard. Walking distance to shopping and restaurants. Take a bike ride or short drive (about 1 mile) downtown to visit Four Purls Yarn Shop, Grove Roots Brewery or fantastic local eateries like Union Taproom, Thai Haven or Arabella's. 4 miles from Legoland.

Mar 5 – 12

G$36,568 GYD per night

Guest favorite

Cottage in Davenport

4.92 out of 5 average rating, 129 reviews

$79! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

Jul 10 – 17

G$19,784 GYD per night

Guest favorite

Cabin in Davenport

4.92 out of 5 average rating, 170 reviews

$89! Cozy Cabin- Disney 20 Miles Away!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet •Covered Patio •Safe Gated Location •Keypad Entry Door •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions, Theme Parks, and Malls •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •Complimentary Coffee & Breakfast •Cooking Equipment •And Much More! Book with us now!

Jun 6 – 13

G$22,170 GYD per night

Guest favorite

Loft in Auburndale

4.93 out of 5 average rating, 138 reviews

2 Bedroom Apartment near Legoland and Disney

This Private Studio features kitchenette with dining are private bath, private entrance with spectacular lake views over Lake Ariana. This upstairs unique space has private entrance, spectacular lake views from your private Main Studio bedroom with large Balcony. The Kitchenette with dining table is located in between of the 2 Bedrooms. The second Bedroom is only 10'x10' with a Queen and Wardrobe

Sep 4 – 11

G$24,293 GYD per night

Guest favorite

Guesthouse in Auburndale

4.97 out of 5 average rating, 193 reviews

Private Poolside Villa

Lovely, private, poolside villa. The apartment is inside a completely enclosed, block walled pool deck. It provides privacy & your own personal oasis! Due to the proximity to the pool, my place is best suited for adults. I will only host young ones 13 & older that are proficient swimmers. I live in a centralized location. I am within walking distance to restaurants, park, arcade, gym & library.

Aug 17 – 24

G$13,546 GYD per night