Photo by throwingsofas
Holiday rentals near Main Street at Lakewood Ranch
We found 2,173 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 AU$4,932
AU$4,932
AU$705 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 AU$1,997
AU$1,997
AU$285 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 AU$1,904
AU$1,904
AU$272 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 AU$4,592
AU$4,592
AU$656 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 AU$1,737
AU$1,737
AU$248 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 AU$4,304
AU$4,304
AU$615 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 AU$2,176
AU$2,176
AU$311 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 AU$4,755
AU$4,755
AU$679 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 AU$1,846
AU$1,846
AU$264 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
7% off
Price is AU$3,503
AU$3,503
AU$500 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 AU$2,425
AU$2,425
AU$346 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 AU$4,503
AU$4,503
AU$643 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 AU$2,167
AU$2,167
AU$310 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 AU$3,265
AU$3,265
AU$466 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 AU$3,339
AU$3,339
AU$477 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 AU$1,882
AU$1,882
AU$269 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 AU$3,875
AU$3,875
AU$554 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 AU$4,367
AU$4,367
AU$624 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 AU$4,270
AU$4,270
AU$610 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
12% off
Price is AU$6,689
AU$6,689
AU$956 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 AU$1,714
AU$1,714
AU$245 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 AU$812
AU$812
AU$116 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 AU$1,103
AU$1,103
AU$158 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 AU$3,644
AU$3,644
AU$521 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)
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