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Holiday rentals with lake access in Winter Haven

Find and book unique lake access rentals on Airbnb

Top-rated rentals with lake access in Winter Haven

Guests agree: these rentals with lake access 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.

28 Oct – 4 Nov

$200 SGD 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!

25 Oct – 1 Nov

$177 SGD per night

Guest favourite

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

6–13 Nov

$208 SGD per night

Guest favourite

Home in Lakeland

4.96 out of 5 average rating, 116 reviews

Cute, Historic District Home - GREAT LOCATION

Enjoy a stylish experience at this centrally-located place 5 mins from downtown Lakeland, 8 mins from I-4, 40 mins from Tampa and Orlando (Disney World/Universal), 1 hour from several beaches including Clearwater. 🐕 Pet friendly but you MUST include your pets in the reservation Nearby places of interest: - Downtown Lakeland - Southeastern University and Florida Southern College - RP Funding Center - Lakeland Linder International Airport - Polk Theatre - Circle B Nature Reserve - and more!

5–12 Sep

$170 SGD per night

Guest favourite

Guest house 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

9–16 Oct

$110 SGD per night

Guest favourite

Flat in Auburndale

4.95 out of 5 average rating, 214 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

3–10 Jun

$115 SGD per night

Guest favourite

Cottage in Eagle Lake

4.99 out of 5 average rating, 223 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!

17–24 Jan

$331 SGD per night

Guest favourite

Guest suite in Dundee

4.94 out of 5 average rating, 125 reviews

Zetta's Hide-a-Way

Central to Disney Orlando, Busch Gardens Tampa. Bok Towers and LEGOLAND are within 10 miles. Bedroom, shower and walk-in closet in room # 1, second room has couch and chair, dinning area w/ micro, coffee/toaster/burner combo and small frig. Also has office area with Wi-Fi. The complete expanse of apt. has lakefront view. BBQ and patio area. Private entrance. Entry and Suite have steps. No Smoking. While there are no domestic animals on property, there is wild life.

1–8 Sep

$113 SGD per night

Guest house in Winter Haven

4.87 out of 5 average rating, 232 reviews

The Russell Lake House

This is a Cabana. It has 2 sets of bunk beds (4 total beds). Approx 400 sq. Ft. . Includes a bathroom with sink, toilet, and walk-in shower. AC and heat are available. The property has a pool that can be used while onsite. The entire property's back yard is on a lake (lakefront) with a dock. Ample off street parking, quiet neighborhood with a private entrance for guests. **** we are in the process of rebuilding the dock so it will be unavailable until further notice ****

14–21 Aug

$97 SGD per night

Guest favourite

Guest house in Lake Hamilton

4.9 out of 5 average rating, 143 reviews

Luxury Cottage Near Legoland & Chain of Lakes

The Old Florida Cottage, in the quaint community of Lake Hamilton, just 5-miles from Legoland, less than an hour from Disney, and minutes away from the only public boat access to Lake Hamilton, is your perfect getaway! Enjoy a fully-equipped kitchen, a luxurious suite and modern bathroom, surrounded by Old Florida decor. We look forward to welcoming you to the cottage, with its own entrance and dedicated parking, located on a quiet street. Your home away from home!

15–22 Sep

$184 SGD per night

Guest favourite

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.

28 Aug – 4 Sep

$257 SGD per night

Guest favourite

Guest suite in Winter Haven

4.91 out of 5 average rating, 140 reviews

2 Bedroom Winter Haven Guest Suite

Private lock-off unit. Only shared between your party. 1st bedroom -Queen bed and sitting area bathroom attached. 2nd bedroom- two twin sized beds Kitchen and living room included and not shared outside of your party. 3 minutes from Winter Haven hospital. Self check in and out. 20 minutes from Legoland. 45 minutes from Disney and Universal This is an older florida neighborhood with a diverse and working class vibe. Located on Lake Maude

26 Sep – 3 Oct

$138 SGD per night

Holiday rentals for every style

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Popular amenities for lake access rentals in Winter Haven

Free parking on premises

Air conditioning

Lake access house rentals

Guest favourite

Home in Auburndale

4.94 out of 5 average rating, 146 reviews

Lake Whistler Beach House with lakefront pool

23–30 Apr

$523 SGD per night

Guest favourite

Home in Lakeland

4.96 out of 5 average rating, 115 reviews

Clean Lakeland Home w/ Water Views & RV Parking!!!

6–13 Sep

$227 SGD per night

Guest favourite

Home in Clermont

4.93 out of 5 average rating, 188 reviews

Lake Front Home with private Dock on Lake Louisa

16–23 Apr

$233 SGD per night

Guest favourite

Home in Lakeland

4.91 out of 5 average rating, 113 reviews

The Funky Swan Shack by Lake Morton & Downtown

13–20 Jul

$212 SGD per night

Guest favourite

Home in Lakeland

4.92 out of 5 average rating, 150 reviews

Charming Bungalow steps from Lake Hollingsworth

7–14 Nov

$264 SGD per night

Home in Davenport

4.92 out of 5 average rating, 241 reviews

Orlando Disney area home

11–18 Dec

$194 SGD per night

Guest favourite

Home in Lakeland

4.82 out of 5 average rating, 130 reviews

Florida Lake View With Private Pool And Fishing

28 Aug – 4 Sep

$320 SGD per night

Guest favourite

Home in Kissimmee

4.84 out of 5 average rating, 205 reviews

3 bedroom Villa in Kissimmee

28 Jun – 5 Jul

$201 SGD per night

Apartment rentals with lake access

Guest favourite

Flat in Kissimmee

4.92 out of 5 average rating, 319 reviews

Great Full Apartment. Just 5' from Disney Orlando

17–24 Apr

$157 SGD per night

Guest favourite

Flat in Kissimmee

4.83 out of 5 average rating, 116 reviews

Spacious Apartment near Disney

21–28 Jul

$181 SGD per night

Guest favourite

Flat in Kissimmee

4.89 out of 5 average rating, 188 reviews

Free Water Park luxury 2 Bd Condo near theme parks

11–18 Feb

$236 SGD per night

Guest favourite

Flat in Kissimmee

4.92 out of 5 average rating, 110 reviews

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

24–31 Aug

$209 SGD per night

Guest favourite

Flat in Kissimmee

4.94 out of 5 average rating, 163 reviews

Gorgeous Apartment Close to Disney (Storey Lake)

14–21 Sep

$236 SGD per night

Guest favourite

Flat in Windermere

4.99 out of 5 average rating, 104 reviews

Relaxing 2BR Lakeview Retreat Close to Attractions

6–13 Sep

$327 SGD per night

Guest favourite

Flat in Kissimmee

4.84 out of 5 average rating, 116 reviews

Modern 2Bed 2Bath FREE Waterpark @ Storey Lake

15–22 Aug

$224 SGD per night

Guest favourite

Flat in Lake Wales

4.8 out of 5 average rating, 83 reviews

Acorn Loft - close to Bok Tower & Disney

23–30 Sep

$98 SGD per night

Lake access cottage rentals

Guest favourite

Cottage in Polk City

4.85 out of 5 average rating, 199 reviews

Cozy Historical Cottage

26 Oct – 2 Nov

$116 SGD per night

Guest favourite

Cottage in Kissimmee

4.88 out of 5 average rating, 219 reviews

Perfect place for a perfect vacation

27 Apr – 4 May

$149 SGD per night

Cottage in Kissimmee

4.87 out of 5 average rating, 152 reviews

Lakehouse Cottage - 4 Miles to Disney!

11–18 Apr

$242 SGD per night

Guest favourite

Cottage in Kissimmee

4.99 out of 5 average rating, 140 reviews

Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!

10–17 Aug

$251 SGD per night

Guest favourite

Cottage in Polk City

5.0 out of 5 average rating, 8 reviews

Cozy Oasis: Charming 1-Bedroom Casita

22–29 Oct

$224 SGD per night

Guest favourite

Cottage in Clermont

4.96 out of 5 average rating, 57 reviews

A-Frame Cottage near Disney, Universal, & Lakes

15–22 Jun

$192 SGD per night

Cottage in Clermont

4.7 out of 5 average rating, 124 reviews

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

26 Apr – 3 May

$135 SGD per night

Guest favourite

Cottage in Clermont

4.97 out of 5 average rating, 39 reviews

Lilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!

22–29 Jul

$316 SGD per night

Quick stats about holiday rentals with lake access in Winter Haven

Total rentals
120 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
6.3K reviews
Nightly prices starting at
$54 SGD before taxes and fees

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