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 NZ$3,922
NZ$3,922
NZ$560 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 NZ$3,138
NZ$3,138
NZ$448 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 NZ$2,216
NZ$2,216
NZ$317 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 NZ$2,221
NZ$2,221
NZ$317 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 NZ$3,675
NZ$3,675
NZ$525 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 NZ$3,567
NZ$3,567
NZ$510 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 NZ$4,685
NZ$4,685
NZ$669 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 NZ$4,905
NZ$4,905
NZ$701 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 NZ$1,285
NZ$1,285
NZ$184 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 NZ$4,109
NZ$4,109
NZ$587 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 NZ$3,015
NZ$3,015
NZ$431 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 NZ$2,573
NZ$2,573
NZ$368 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
7% off
Price is NZ$5,060
NZ$5,060
NZ$723 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 NZ$2,986
NZ$2,986
NZ$427 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 NZ$1,083
NZ$1,083
NZ$155 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 NZ$4,315
NZ$4,315
NZ$616 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 NZ$2,567
NZ$2,567
NZ$367 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 NZ$2,146
NZ$2,146
NZ$307 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 NZ$6,971
NZ$6,971
NZ$996 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 NZ$3,837
NZ$3,837
NZ$548 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 NZ$2,841
NZ$2,841
NZ$406 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 NZ$1,445
NZ$1,445
NZ$206 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 NZ$4,500
NZ$4,500
NZ$643 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 NZ$3,348
NZ$3,348
NZ$478 per night
includes taxes & fees
Find spaces that suit your style
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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
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
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