Holiday rentals near Lakeside Village
We found 744 holiday rentals — enter your dates for availability
Find the perfect private holiday rental within easy reach of Lakeside Village. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as a garden and pool. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Lakeside Village
Showing deals for:17 Oct - 24 Oct
Image gallery for Beautiful Lake Front cottage w/ heated pool & Hot Tub, 23 miles from Disney
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Beautiful Lake Front cottage w/ heated pool & Hot Tub, 23 miles from Disney
Winter Haven, FL
7% off
Price is AU$3,567
AU$3,567
AU$510 per night
includes taxes & fees
Image gallery for Tampa-Seffner-Brandon FL<br>4 bed 2 bath family, pet- friendly house
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Tampa-Seffner-Brandon FL<br>4 bed 2 bath family, pet- friendly house
Brandon, FL
7% off
Price is AU$2,854
AU$2,854
AU$408 per night
includes taxes & fees
Image gallery for A lakeside sunset delight near Disney, Universal, Sea World, Busch, LegoLand
1010 out of 10 rating
Exceptional
(33 reviews)
A lakeside sunset delight near Disney, Universal, Sea World, Busch, LegoLand
Lake Alfred, FL
16% off
Price is AU$2,013
AU$2,013
AU$288 per night
includes taxes & fees
Image gallery for MODERN TWO BEDROOM HOME!
1010 out of 10 rating
Exceptional
(7 reviews)
MODERN TWO BEDROOM HOME!
Lakeland, FL
8% off
Price is AU$2,017
AU$2,017
AU$288 per night
includes taxes & fees
Image gallery for Experience family fun! LEGOLAND® Florida just a 12-min drive
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Experience family fun! LEGOLAND® Florida just a 12-min drive
Winter Haven, FL
8% off
Price is AU$3,342
AU$3,342
AU$477 per night
includes taxes & fees
Image gallery for Lake House on the LEGOLAND Chain-of-Lakes with Private Pool, Beach and Boat Dock
1010 out of 10 rating
Exceptional
(7 reviews)
Lake House on the LEGOLAND Chain-of-Lakes with Private Pool, Beach and Boat Dock
Winter Haven, FL
8% off
Price is AU$3,242
AU$3,242
AU$463 per night
includes taxes & fees
Image gallery for Cheery 4 Bedroom Pool Villa
9.29.2 out of 10 rating
Wonderful
(11 reviews)
Cheery 4 Bedroom Pool Villa
Valrico, FL
8% off
Price is AU$4,262
AU$4,262
AU$609 per night
includes taxes & fees
Image gallery for LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
1010 out of 10 rating
Exceptional
(64 reviews)
LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
Winter Haven, FL
5% off
Price is AU$4,462
AU$4,462
AU$637 per night
includes taxes & fees
Image gallery for Cozy and comfortable tiny house
8.48.4 out of 10 rating
Very good
(5 reviews)
Cozy and comfortable tiny house
Plant City, FL
7% off
Price is AU$1,158
AU$1,158
AU$165 per night
includes taxes & fees
Image gallery for The Pirate's Cove!
9.89.8 out of 10 rating
Exceptional
(13 reviews)
The Pirate's Cove!
Lakeland, FL
8% off
Price is AU$3,739
AU$3,739
AU$534 per night
includes taxes & fees
Image gallery for Heart of Downtown Lakeland - Urban Luxury Loft. Studio + Memory Foam Sofa Bed
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Heart of Downtown Lakeland - Urban Luxury Loft. Studio + Memory Foam Sofa Bed
Lakeland, FL
8% off
Price is AU$2,742
AU$2,742
AU$392 per night
includes taxes & fees
Image gallery for Lake Hunter Historic Cottage
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Lake Hunter Historic Cottage
Lakeland, FL
7% off
Price is AU$2,338
AU$2,338
AU$334 per night
includes taxes & fees
Image gallery for Lake Valrico Camelot Court with Heated Pool and access to 134 acre private lake
1010 out of 10 rating
Exceptional
(34 reviews)
Lake Valrico Camelot Court with Heated Pool and access to 134 acre private lake
Brandon, FL
8% off
Price is AU$4,604
AU$4,604
AU$658 per night
includes taxes & fees
Image gallery for Paradise pool home
9.09.0 out of 10 rating
Wonderful
(37 reviews)
Paradise pool home
Plant City, FL
5% off
Price is AU$2,715
AU$2,715
AU$388 per night
includes taxes & fees
Image gallery for Mulberry Garden Cottage
9.29.2 out of 10 rating
Wonderful
(25 reviews)
Mulberry Garden Cottage
Mulberry, FL
10% off
Price is AU$976
AU$976
AU$139 per night
includes taxes & fees
Image gallery for Swan City Stay! Home near FSC Lake Hollingsworth, Downtown- walk everywhere!
1010 out of 10 rating
Exceptional
(6 reviews)
Swan City Stay! Home near FSC Lake Hollingsworth, Downtown- walk everywhere!
Lakeland, FL
12% off
Price is AU$3,926
AU$3,926
AU$561 per night
includes taxes & fees
Image gallery for Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
1010 out of 10 rating
Exceptional
(22 reviews)
Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
Winter Haven, FL
18% off
Price is AU$2,333
AU$2,333
AU$333 per night
includes taxes & fees
Image gallery for Spacious Home with Luxury Finish
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Spacious Home with Luxury Finish
Brandon, FL
7% off
Price is AU$1,951
AU$1,951
AU$279 per night
includes taxes & fees
Image gallery for Luxury Hideaway - Lakefront - Pool & Games
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury Hideaway - Lakefront - Pool & Games
Seffner, FL
8% off
Price is AU$6,386
AU$6,386
AU$912 per night
includes taxes & fees
Image gallery for New Listing! - Bungalow on Belmar, 4 Bed Sleeps 6. Walk to Lake Hollingsworth!
1010 out of 10 rating
Exceptional
(6 reviews)
New Listing! - Bungalow on Belmar, 4 Bed Sleeps 6. Walk to Lake Hollingsworth!
Lakeland, FL
8% off
Price is AU$3,489
AU$3,489
AU$498 per night
includes taxes & fees
Image gallery for Home sweet home under the oaks, Large Patio, Central Location
1010 out of 10 rating
Exceptional
(26 reviews)
Home sweet home under the oaks, Large Patio, Central Location
Lakeland, FL
8% off
Price is AU$2,584
AU$2,584
AU$369 per night
includes taxes & fees
Image gallery for Modern & Stylish studio with private entry and parking.
1010 out of 10 rating
Exceptional
(13 reviews)
Modern & Stylish studio with private entry and parking.
Brandon, FL
8% off
Price is AU$1,304
AU$1,304
AU$186 per night
includes taxes & fees
Image gallery for Amazing Lakefront Views! 4/4, Pool, Diving Board, Spa, Pool Table, near LegoLand
8.88.8 out of 10 rating
Excellent
(97 reviews)
Amazing Lakefront Views! 4/4, Pool, Diving Board, Spa, Pool Table, near LegoLand
Winter Haven, FL
8% off
Price is AU$4,094
AU$4,094
AU$585 per night
includes taxes & fees
Image gallery for Location! Location! Location! *Beautiful *Pet Friendly *Lanai *Huge Backyard
9.89.8 out of 10 rating
Exceptional
(34 reviews)
Location! Location! Location! *Beautiful *Pet Friendly *Lanai *Huge Backyard
Lakeland, FL
7% off
Price is AU$3,043
AU$3,043
AU$435 per night
includes taxes & fees
Find spaces that suit your style
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Cabin
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Villa
Chalet
Find the best place to stay - Lakeside Village
Gorgeous pool home in South Lakeland. Family and pet friendly!
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
6 reviews(6 reviews)
Perfect 4/2 Pool Home located between Orlando and Tampa!!
Sleeps 10 · 4 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
28 reviews(28 reviews)
LAKEFRONT HOME-PATIO/WASHER/DRYER/FULLY EQUIPPED-NEAR COLLEGE/SHOPS/MUSEUM/PARKS
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Midway between Disney and the Gulf beaches
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Chic A-Frame Escape w/ Fire Pit - Private Property
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Hot Tub & Fenced Yard: Tranquil Home in Valrico!
Sleeps 4 · 2 bedrooms · 1 bathroom
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More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value