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Holiday rentals near Main Street at Lakewood Ranch
We found 2,170 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to Main Street at Lakewood Ranch that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include parking and a pool. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Main Street at Lakewood Ranch
Showing deals for:14 Nov - 21 Nov
Image gallery for Sarasota Paradise Home Near Siesta Key Beach and IMG Academy
9.29.2 out of 10 rating
Wonderful
(27 reviews)
Sarasota Paradise Home Near Siesta Key Beach and IMG Academy
Sarasota, FL
8% off
Price is AU$4,744
AU$4,744
AU$678 nightly
Includes taxes & fees
Image gallery for Luxurious house on secluded 3.8 acres, oak trees on Manatee River, large decks
9.49.4 out of 10 rating
Exceptional
(29 reviews)
Luxurious house on secluded 3.8 acres, oak trees on Manatee River, large decks
Bradenton, FL
16% off
Price is AU$4,673
AU$4,673
AU$668 nightly
Includes taxes & fees
Image gallery for Waterfront Home with Private Dock and Kayaks 4 Bedroom 2 Bath
1010 out of 10 rating
Exceptional
(38 reviews)
Waterfront Home with Private Dock and Kayaks 4 Bedroom 2 Bath
Bradenton, FL
8% off
Price is AU$4,095
AU$4,095
AU$585 nightly
Includes taxes & fees
Image gallery for Luxury HEATED Salt-Water Pool Oasis Close to Beaches and Downtown!!
8.68.6 out of 10 rating
Excellent
(11 reviews)
Luxury HEATED Salt-Water Pool Oasis Close to Beaches and Downtown!!
Sarasota, FL
7% off
Price is AU$4,342
AU$4,342
AU$620 nightly
Includes taxes & fees
Image gallery for Pool Home near Siesta Key, Nathan Benderson Park, Premier Sports Campus & IMG
1010 out of 10 rating
Exceptional
(6 reviews)
Pool Home near Siesta Key, Nathan Benderson Park, Premier Sports Campus & IMG
Sarasota, FL
8% off
Price is AU$3,489
AU$3,489
AU$498 nightly
Includes taxes & fees
Image gallery for Beautiful Family-sized Home in Sunny Sarasota, Florida with large backyard!
9.09.0 out of 10 rating
Wonderful
(9 reviews)
Beautiful Family-sized Home in Sunny Sarasota, Florida with large backyard!
Sarasota, FL
11% off
Price is AU$1,717
AU$1,717
AU$245 nightly
Includes taxes & fees
Image gallery for Modern near Siesta Beach
9.89.8 out of 10 rating
Exceptional
(44 reviews)
Modern near Siesta Beach
Sarasota, FL
8% off
Price is AU$5,766
AU$5,766
AU$824 nightly
Includes taxes & fees
Image gallery for Pool House - Heated Private Pool, Central Location near IMG, Sports courts!
8.68.6 out of 10 rating
Excellent
(20 reviews)
Pool House - Heated Private Pool, Central Location near IMG, Sports courts!
Bradenton, FL
7% off
Price is AU$3,944
AU$3,944
AU$563 nightly
Includes taxes & fees
Image gallery for Stunning Fully Remodeled House with Heated Pool! 30%OFF
9.29.2 out of 10 rating
Wonderful
(51 reviews)
Stunning Fully Remodeled House with Heated Pool! 30%OFF
Sarasota, FL
8% off
Price is AU$4,273
AU$4,273
AU$610 nightly
Includes taxes & fees
Image gallery for Luxury 4 BR/3BA Waterview Home w/ Pool + Spa with work space
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Luxury 4 BR/3BA Waterview Home w/ Pool + Spa with work space
Bradenton, FL
5% off
Price is AU$7,092
AU$7,092
AU$1,013 nightly
Includes taxes & fees
Image gallery for Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
Sarasota, FL
7% off
Price is AU$3,991
AU$3,991
AU$570 nightly
Includes taxes & fees
Image gallery for Private Modern RV!
8.08.0 out of 10 rating
Very good
(9 reviews)
Private Modern RV!
Bradenton, FL
8% off
Price is AU$816
AU$816
AU$117 nightly
Includes taxes & fees
Image gallery for Sea Esta | Private Saltwater POOL + Putting Green!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Sea Esta | Private Saltwater POOL + Putting Green!
Sarasota, FL
7% off
Price is AU$5,975
AU$5,975
AU$854 nightly
Includes taxes & fees
Image gallery for Spacious + Vibrant 5-bed 3-bath Private House with Pool in Sarasota/Bradenton
9.29.2 out of 10 rating
Wonderful
(20 reviews)
Spacious + Vibrant 5-bed 3-bath Private House with Pool in Sarasota/Bradenton
Bradenton, FL
8% off
Price is AU$4,289
AU$4,289
AU$613 nightly
Includes taxes & fees
Image gallery for Bright Spacious Cottage Near Downtown, Restaurants, Shopping & Beaches
1010 out of 10 rating
Exceptional
(5 reviews)
Bright Spacious Cottage Near Downtown, Restaurants, Shopping & Beaches
Sarasota, FL
7% off
Price is AU$2,221
AU$2,221
AU$317 nightly
Includes taxes & fees
Image gallery for Get To the Beach! Only 5 miles to Siesta Key Beach!
1010 out of 10 rating
Exceptional
(51 reviews)
Get To the Beach! Only 5 miles to Siesta Key Beach!
Sarasota, FL
5% off
Price is AU$1,694
AU$1,694
AU$242 nightly
Includes taxes & fees
Image gallery for Twin Palms | Two Houses + Private Pool!
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Twin Palms | Two Houses + Private Pool!
Sarasota, FL
7% off
Price is AU$5,833
AU$5,833
AU$833 nightly
Includes taxes & fees
Image gallery for The Oasis-Heated Private Pool, Hot Tub, Outdoor living space-5mi to beach
1010 out of 10 rating
Exceptional
(16 reviews)
The Oasis-Heated Private Pool, Hot Tub, Outdoor living space-5mi to beach
Sarasota, FL
7% off
Price is AU$2,486
AU$2,486
AU$355 nightly
Includes taxes & fees
Image gallery for Heated pool & hottub, hanging swings, lanai, beach supplies - this is Sea la Vie
1010 out of 10 rating
Exceptional
(17 reviews)
Heated pool & hottub, hanging swings, lanai, beach supplies - this is Sea la Vie
Sarasota, FL
7% off
Price is AU$5,659
AU$5,659
AU$808 nightly
Includes taxes & fees
Image gallery for Renovated Modern Spacious Ranch with Pool near Siesta Key Beach and Downtown SRQ
1010 out of 10 rating
Exceptional
(11 reviews)
Renovated Modern Spacious Ranch with Pool near Siesta Key Beach and Downtown SRQ
Sarasota, FL
6% off
Price is AU$5,016
AU$5,016
AU$717 nightly
Includes taxes & fees
Image gallery for Tranquil 3BR Retreat: Private Pool, Large Yard, Near Beach & Downtown.
1010 out of 10 rating
Exceptional
(9 reviews)
Tranquil 3BR Retreat: Private Pool, Large Yard, Near Beach & Downtown.
Sarasota, FL
7% off
Price is AU$2,924
AU$2,924
AU$418 nightly
Includes taxes & fees
Image gallery for Waldemere House | NEW Saltwater Pool | Screened Porch, Fireplace + Games
8.88.8 out of 10 rating
Excellent
(6 reviews)
Waldemere House | NEW Saltwater Pool | Screened Porch, Fireplace + Games
Sarasota, FL
7% off
Price is AU$3,459
AU$3,459
AU$494 nightly
Includes taxes & fees
Image gallery for Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches, Sleeps10
1010 out of 10 rating
Exceptional
(12 reviews)
Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches, Sleeps10
Sarasota, FL
7% off
Price is AU$4,805
AU$4,805
AU$686 nightly
Includes taxes & fees
Image gallery for Sandy Feet Retreat | Private Pool + Ping Pong!
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Sandy Feet Retreat | Private Pool + Ping Pong!
Sarasota, FL
7% off
Price is AU$4,063
AU$4,063
AU$580 nightly
Includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Main Street at Lakewood Ranch
Map Attractions
1
Main Street at Lakewood Ranch
Find the best place to stay - Main Street at Lakewood Ranch
Resort Style Condo inside Lakewood National Golf Club
Sleeps 4 · 2 bedrooms · 2 bathrooms
6.06.0 out of 10
6 reviews(6 reviews)
Luxury Resort Amenities & Golf Membership; Pets Welcome; Lakefront Retreat
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Immaculate Condo/Exceptional Golf/Pickle Ball/Tennis Community
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Beautiful 2 Bdrm. near everything Siesta Key, Longboat, Dining, Shop, Entertain
Sleeps 6 · 2 bedrooms · 2 bathrooms
Florida country club home, short drive to beaches, theme parks & golf
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
Jiggs Landing, Cabin 1 - Old World Preserve Side
Sleeps 2 · 1 bathroom
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
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