Photo by throwingsofas
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 NZ$5,226
NZ$5,226
NZ$747 per night
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
15% off
Price is NZ$5,147
NZ$5,147
NZ$735 per night
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 NZ$4,509
NZ$4,509
NZ$644 per night
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 NZ$4,781
NZ$4,781
NZ$683 per night
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 NZ$3,844
NZ$3,844
NZ$549 per night
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 NZ$1,890
NZ$1,890
NZ$270 per night
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 NZ$6,316
NZ$6,316
NZ$902 per night
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 NZ$4,344
NZ$4,344
NZ$621 per night
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 NZ$4,705
NZ$4,705
NZ$672 per night
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 NZ$7,759
NZ$7,759
NZ$1,108 per night
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 NZ$4,396
NZ$4,396
NZ$628 per night
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 NZ$907
NZ$907
NZ$130 per night
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 NZ$6,543
NZ$6,543
NZ$935 per night
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 NZ$4,724
NZ$4,724
NZ$675 per night
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 NZ$2,449
NZ$2,449
NZ$350 per night
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 NZ$1,864
NZ$1,864
NZ$266 per night
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 NZ$6,388
NZ$6,388
NZ$913 per night
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 NZ$6,200
NZ$6,200
NZ$886 per night
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 NZ$5,525
NZ$5,525
NZ$789 per night
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 NZ$3,223
NZ$3,223
NZ$460 per night
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 NZ$3,810
NZ$3,810
NZ$544 per night
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 NZ$5,293
NZ$5,293
NZ$756 per night
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 NZ$4,475
NZ$4,475
NZ$639 per night
includes taxes & fees
Image gallery for Costa Del Ray | Heated Pool, Gym + Covered Patio!
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Costa Del Ray | Heated Pool, Gym + Covered Patio!
Sarasota, FL
6% off
Price is NZ$4,215
NZ$4,215
NZ$602 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
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