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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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Home in Winter Haven

4.89 out of 5 average rating, 261 reviews

The Old Haven - An Enduring Piece of Nostalgia

This charming home was built in 1908 and is located 45 minutes from Tampa/Orlando. Fully furnished, this space is perfect for families and friends providing plenty of space to sleep 8 people comfortably. With games, puzzles and Dvds, backyard fun for kids while the parents watch from the porch. Enjoy downtown entertainment within walking distance! Home is centrally located to dining, shopping, and small town fare. 4 bar restaurants walking distance on the lake. Live music from Lake sometimes.

Oct 15 – 22

R2,708 ZAR per night

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 25 – Jan 1

R1,454 ZAR per night

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 12 – 19

R1,654 ZAR per night

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!

Mar 18 – 25

R2,419 ZAR per night

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

Apr 24 – May 1

R2,840 ZAR per night

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

Sep 25 – Oct 2

R1,473 ZAR per night

Cottage in Eagle Lake

4.99 out of 5 average rating, 225 reviews

Central FL Lake House, Sleeps 5, Close to Legoland

We can't wait for you to enjoy our fully renovated, family friendly lake house. It's a happy home that provides a wonderful backdrop to any vacation. Centrally located to many Florida destinations- Legoland is only 7 miles away, Disney World is 35 miles away, and you are less than 50 miles from Tampa. The house is located on over an acre of lakefront property. The lake has a public boat launch if your family enjoys water sports or fishing or use the kayaks we provide on site!

Jul 5 – 12

R3,428 ZAR per night

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!

Jan 12 – 19

R1,669 ZAR per night

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.

Jul 23 – 30

R3,653 ZAR per night

Home in Winter Haven

4.96 out of 5 average rating, 269 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.

Feb 4 – 11

R3,246 ZAR per night

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

Jul 9 – 16

R2,105 ZAR per night

Guesthouse in Auburndale

4.97 out of 5 average rating, 194 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 28 – Sep 4

R1,452 ZAR per night

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Popular amenities for Winter Haven outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

Home in Lakeland

4.9 out of 5 average rating, 380 reviews

Charming guest house

Dec 13 – 20

R1,888 ZAR per night

Home in Winter Haven

4.98 out of 5 average rating, 98 reviews

Spectacular Waterfront Home in Winter Haven

Jun 24 – Jul 1

R13,888 ZAR per night

Home in Lakeland

4.96 out of 5 average rating, 116 reviews

Cute, Historic District Home - GREAT LOCATION

Aug 22 – 29

R2,405 ZAR per night

Home in Haines City

4.88 out of 5 average rating, 136 reviews

3 Bedroom Executive with Private Pool near Disney

Nov 18 – 25

R2,416 ZAR per night

Home in Plant City

4.99 out of 5 average rating, 440 reviews

The Strawberry Field Stilt House

Mar 4 – 11

R2,657 ZAR per night

Home in Haines City

4.95 out of 5 average rating, 139 reviews

Luxury Home 4/3 near Disney, 2 Masters

Sep 18 – 25

R2,864 ZAR per night

Home in Haines City

4.82 out of 5 average rating, 106 reviews

Southern Dunes Golf Vacation Villa

Oct 7 – 14

R2,481 ZAR per night

Home in Lakeland

4.93 out of 5 average rating, 119 reviews

709 Luxury Downtown Cottage

Feb 5 – 12

R2,766 ZAR per night

Apartment rentals with outdoor seating

Apartment in Lakeland

4.88 out of 5 average rating, 229 reviews

Cozy Downtown Suite 2BR / 1BA No Cleaning Fee

Sep 30 – Oct 7

R2,113 ZAR per night

Apartment in Lakeland

4.97 out of 5 average rating, 150 reviews

Your Charming Place in Central Florida

Jun 28 – Jul 5

R2,396 ZAR per night

Apartment in Orlando

4.88 out of 5 average rating, 387 reviews

Little Lulu's House

Feb 26 – Mar 5

R1,106 ZAR per night

Apartment in Kissimmee

4.89 out of 5 average rating, 114 reviews

1-104 Perfect location, Steps From The Heated Pool

Dec 4 – 11

R1,843 ZAR per night

Apartment in Orlando

4.95 out of 5 average rating, 161 reviews

Prívate studio apartment

May 27 – Jun 3

R2,118 ZAR per night

Apartment in Orlando

4.81 out of 5 average rating, 106 reviews

Independent room in Orlando!

Mar 26 – Apr 2

R1,342 ZAR per night

Apartment in Orlando

4.88 out of 5 average rating, 257 reviews

Carmen Romantic Studio W/Private Beautiful Terrace

Aug 20 – 27

R2,353 ZAR per night

Apartment in Haines City

4.92 out of 5 average rating, 25 reviews

Cozy and Tranquil 1BR/1BA studio apartment

Feb 8 – 15

R1,557 ZAR per night

Condo rentals with outdoor seating

Condo in Davenport

4.78 out of 5 average rating, 250 reviews

POOL/Hot Tub 3BR Condo Near Disney - Sleeps 8

R1,644 ZAR per night

Condo in Davenport

4.84 out of 5 average rating, 141 reviews

Full Service Gated Resort, Close to Disney & MCO!

Sep 12 – 19

R2,144 ZAR per night

Condo in Davenport

4.92 out of 5 average rating, 377 reviews

Mediterranean Resort! 2+2 Condo. 10 mins to Disney

Aug 17 – 24

R2,462 ZAR per night

Condo in Davenport

4.97 out of 5 average rating, 152 reviews

Disney Orlando Bahama Bay Resort Theme Parks &More

Nov 30 – Dec 7

R2,216 ZAR per night

Condo in Davenport

4.9 out of 5 average rating, 128 reviews

Premium Tuscana Resort Condo - Minutes to Disney!

Oct 5 – 12

R2,529 ZAR per night

Condo in Davenport

4.79 out of 5 average rating, 127 reviews

2 Bedroom Pool View Condo 10 Miles from Disney!

Sep 2 – 9

R2,079 ZAR per night

Condo in Davenport

4.91 out of 5 average rating, 159 reviews

The Smuggler's Gateway

Jul 16 – 23

R2,829 ZAR per night

Condo in Orlando

4.87 out of 5 average rating, 200 reviews

Airbnb's Choice- Best at Blue Heron- Stunning View

Sep 21 – 28

R2,577 ZAR per night

Quick stats about vacation rentals with outdoor seating in Winter Haven

Total rentals
170 properties
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
8.8K reviews
Nightly prices starting at
R742 ZAR before taxes and fees

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