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Holiday rentals near Main Street at Lakewood Ranch
We found 2,174 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:3 Oct - 10 Oct
Image gallery for Private Oasis in Sarasota Florida
1010 out of 10 rating
Exceptional
(35 reviews)
Private Oasis in Sarasota Florida
Sarasota, FL
11% off
Price is NZ$5,331
NZ$5,331
NZ$762 per night
includes taxes & fees
Image gallery for Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
1010 out of 10 rating
Exceptional
(18 reviews)
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Bradenton, FL
7% off
Price is NZ$2,125
NZ$2,125
NZ$304 per night
includes taxes & fees
Image gallery for Tiny Home sleeps 6 near beautiful beaches and entertainment
1010 out of 10 rating
Exceptional
(10 reviews)
Tiny Home sleeps 6 near beautiful beaches and entertainment
Bradenton, FL
7% off
Price is NZ$2,026
NZ$2,026
NZ$289 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$4,969
NZ$4,969
NZ$710 per night
includes taxes & fees
Image gallery for Beautiful Family-sized Home in Sunny Sarasota, Florida with large backyard!
8.68.6 out of 10 rating
Excellent
(7 reviews)
Beautiful Family-sized Home in Sunny Sarasota, Florida with large backyard!
Sarasota, FL
11% off
Price is NZ$1,848
NZ$1,848
NZ$264 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
(37 reviews)
Waterfront Home with Private Dock and Kayaks 4 Bedroom 2 Bath
Bradenton, FL
8% off
Price is NZ$4,657
NZ$4,657
NZ$665 per night
includes taxes & fees
Image gallery for Spacious pool home minutes from Siesta Key and downtown
1010 out of 10 rating
Exceptional
(5 reviews)
Spacious pool home minutes from Siesta Key and downtown
Sarasota, FL
10% off
Price is NZ$2,328
NZ$2,328
NZ$333 per night
includes taxes & fees
Image gallery for Pool House - Heated Private Pool, Central Location near IMG, Sports courts!
8.88.8 out of 10 rating
Excellent
(19 reviews)
Pool House - Heated Private Pool, Central Location near IMG, Sports courts!
Bradenton, FL
7% off
Price is NZ$5,143
NZ$5,143
NZ$735 per night
includes taxes & fees
Image gallery for Junior Suite - Large, 2 king beds, 1 private bath in great and historic location
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Junior Suite - Large, 2 king beds, 1 private bath in great and historic location
Sarasota, FL
12% off
Price is NZ$1,965
NZ$1,965
NZ$281 per night
includes taxes & fees
Image gallery for Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
9.29.2 out of 10 rating
Wonderful
(13 reviews)
Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
Sarasota, FL
6% off
Price is NZ$3,798
NZ$3,798
NZ$543 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
7% off
Price is NZ$2,597
NZ$2,597
NZ$371 per night
includes taxes & fees
Image gallery for Spacious Heated Pool Home. Close to Siesta Beach!
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Spacious Heated Pool Home. Close to Siesta Beach!
Sarasota, FL
8% off
Price is NZ$4,872
NZ$4,872
NZ$696 per night
includes taxes & fees
Image gallery for 4/2 with pool & hot tub near downtown and beaches
9.69.6 out of 10 rating
Exceptional
(20 reviews)
4/2 with pool & hot tub near downtown and beaches
Sarasota, FL
8% off
Price is NZ$2,317
NZ$2,317
NZ$331 per night
includes taxes & fees
Image gallery for Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate
9.89.8 out of 10 rating
Exceptional
(77 reviews)
Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate
Sarasota, FL
7% off
Price is NZ$3,533
NZ$3,533
NZ$505 per night
includes taxes & fees
Image gallery for Perfect Sarasota Getaway: Close to All-Heated Pool w no extra fee -Game Room!
1010 out of 10 rating
Exceptional
(5 reviews)
Perfect Sarasota Getaway: Close to All-Heated Pool w no extra fee -Game Room!
Sarasota, FL
7% off
Price is NZ$3,621
NZ$3,621
NZ$517 per night
includes taxes & fees
Image gallery for Charming Beach Cottage
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Charming Beach Cottage
Sarasota, FL
14% off
Price is NZ$2,003
NZ$2,003
NZ$286 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
(10 reviews)
Luxury HEATED Salt-Water Pool Oasis Close to Beaches and Downtown!!
Sarasota, FL
7% off
Price is NZ$4,200
NZ$4,200
NZ$600 per night
includes taxes & fees
Image gallery for Contemporary Home with heated LARGE POOL and SPA
1010 out of 10 rating
Exceptional
(6 reviews)
Contemporary Home with heated LARGE POOL and SPA
Sarasota, FL
8% off
Price is NZ$4,725
NZ$4,725
NZ$675 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$4,620
NZ$4,620
NZ$660 per night
includes taxes & fees
Image gallery for Stunning home near Siesta & DT w/heated pool, hot tub, fire pit, playland & more
1010 out of 10 rating
Exceptional
(9 reviews)
Stunning home near Siesta & DT w/heated pool, hot tub, fire pit, playland & more
Sarasota, FL
11% off
Price is NZ$7,372
NZ$7,372
NZ$1,053 per night
includes taxes & fees
Image gallery for Private Modern RV!
8.68.6 out of 10 rating
Excellent
(8 reviews)
Private Modern RV!
Bradenton, FL
8% off
Price is NZ$887
NZ$887
NZ$127 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
(48 reviews)
Get To the Beach! Only 5 miles to Siesta Key Beach!
Sarasota, FL
5% off
Price is NZ$1,822
NZ$1,822
NZ$260 per night
includes taxes & fees
Image gallery for Cozy Newly Remodeled Studio Apt-5 miles from the Famous Siesta Key Beach!!!🏝
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Cozy Newly Remodeled Studio Apt-5 miles from the Famous Siesta Key Beach!!!🏝
Sarasota, FL
6% off
Price is NZ$1,204
NZ$1,204
NZ$172 per night
includes taxes & fees
Image gallery for Your Dream Pool Home in Sarasota - #1 Siesta Key Beach a short drive
9.69.6 out of 10 rating
Exceptional
(78 reviews)
Your Dream Pool Home in Sarasota - #1 Siesta Key Beach a short drive
Sarasota, FL
6% off
Price is NZ$3,949
NZ$3,949
NZ$564 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Main Street at Lakewood Ranch
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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)
Book now, and make memories that will last a lifetime in the heart of Sarasota!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Immaculate Condo/Exceptional Golf/Pickle Ball/Tennis Community
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Stunning 3BR pool home in resort like Lorraine Lakes - Casa De Bleu
Sleeps 6 · 3 bedrooms · 3 bathrooms
8.08.0 out of 10
Very goodvery good
1 review(1 review)
Stunning 2BR/2BA Unit overlooking the scenic Lakewood National Golf Course
Sleeps 2 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Golfer’s Paradise 3/2 Luxury Vacation Home
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
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