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Holiday rentals near Main Street at Lakewood Ranch
We found 2,152 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:15 Aug - 22 Aug
Image gallery for Family friendly 4 bed 2 bath home in a peaceful neighborhood 15min to Siesta Key
1010 out of 10 rating
Exceptional
(31 reviews)
Family friendly 4 bed 2 bath home in a peaceful neighborhood 15min to Siesta Key
Sarasota, FL
8% off
Price is AU$4,423
AU$4,423
AU$632 per night
includes taxes & fees
Image gallery for ALL-NEW Waterfront Room, Heated Pool, Tiki Bar/Grill
9.89.8 out of 10 rating
Exceptional
(13 reviews)
ALL-NEW Waterfront Room, Heated Pool, Tiki Bar/Grill
Sarasota, FL
5% off
Price is AU$2,011
AU$2,011
AU$287 per night
includes taxes & fees
Image gallery for Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
1010 out of 10 rating
Exceptional
(43 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton, FL
7% off
Price is AU$5,300
AU$5,300
AU$757 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
(19 reviews)
Spacious + Vibrant 5-bed 3-bath Private House with Pool in Sarasota/Bradenton
Bradenton, FL
8% off
Price is AU$4,126
AU$4,126
AU$589 per night
includes taxes & fees
Image gallery for "Siesta Breeze Place", Entire Home minutes to Siesta Key Beach
1010 out of 10 rating
Exceptional
(38 reviews)
"Siesta Breeze Place", Entire Home minutes to Siesta Key Beach
Sarasota, FL
11% off
Price is AU$2,905
AU$2,905
AU$415 per night
includes taxes & fees
Image gallery for Tropical Paradise! Family-Friendly Home Near The Beach!
9.09.0 out of 10 rating
Wonderful
(14 reviews)
Tropical Paradise! Family-Friendly Home Near The Beach!
Sarasota, FL
7% off
Price is AU$3,695
AU$3,695
AU$528 per night
includes taxes & fees
Image gallery for ❤️Modern Pool Home by Siesta Key/Downtown/UTC & Airport
1010 out of 10 rating
Exceptional
(21 reviews)
❤️Modern Pool Home by Siesta Key/Downtown/UTC & Airport
Sarasota, FL
7% off
Price is AU$3,210
AU$3,210
AU$459 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$3,293
AU$3,293
AU$470 per night
includes taxes & fees
Image gallery for Sarasota Family Oasis 4 Bed 2 Bath w/ HTD Pool 9 Free Pool Heath Sleeps 13
1010 out of 10 rating
Exceptional
(6 reviews)
Sarasota Family Oasis 4 Bed 2 Bath w/ HTD Pool 9 Free Pool Heath Sleeps 13
Sarasota, FL
6% off
Price is AU$4,465
AU$4,465
AU$638 per night
includes taxes & fees
Image gallery for Sandy Feet Retreat | Private Pool, Pergola + Ping Pong!
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Sandy Feet Retreat | Private Pool, Pergola + Ping Pong!
Sarasota, FL
7% off
Price is AU$4,371
AU$4,371
AU$624 per night
includes taxes & fees
Image gallery for Florida country club home, short drive to beaches, theme parks & golf
9.69.6 out of 10 rating
Exceptional
(34 reviews)
Florida country club home, short drive to beaches, theme parks & golf
Bradenton, FL
7% off
Price is AU$4,135
AU$4,135
AU$591 per night
includes taxes & fees
Image gallery for Sunny Oasis: Bright, Private and Beautiful Retreat! Magnolia Rentals
1010 out of 10 rating
Exceptional
(63 reviews)
Sunny Oasis: Bright, Private and Beautiful Retreat! Magnolia Rentals
Sarasota, FL
7% off
Price is AU$3,663
AU$3,663
AU$523 per night
includes taxes & fees
Image gallery for A Whale of a Good Time!
1010 out of 10 rating
Exceptional
(31 reviews)
A Whale of a Good Time!
Sarasota, FL
8% off
Price is AU$3,851
AU$3,851
AU$550 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
(15 reviews)
Heated pool & hottub, hanging swings, lanai, beach supplies - this is Sea la Vie
Sarasota, FL
7% off
Price is AU$3,949
AU$3,949
AU$564 per night
includes taxes & fees
Image gallery for 4Bd 4Ba private, 4 kings bf, heated pool, sleeps 16+!
9.89.8 out of 10 rating
Exceptional
(26 reviews)
4Bd 4Ba private, 4 kings bf, heated pool, sleeps 16+!
Bradenton, FL
7% off
Price is AU$4,420
AU$4,420
AU$631 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$6,746
AU$6,746
AU$964 per night
includes taxes & fees
Image gallery for Pool home in Sarasota, Florida. Short drive to Siesta Key beach
9.09.0 out of 10 rating
Wonderful
(8 reviews)
Pool home in Sarasota, Florida. Short drive to Siesta Key beach
Sarasota, FL
7% off
Price is AU$2,778
AU$2,778
AU$397 per night
includes taxes & fees
Image gallery for Spacious Sarasota Fl Vacation home 3 bedrooms,2 Bathrooms, pet Friendly !
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Spacious Sarasota Fl Vacation home 3 bedrooms,2 Bathrooms, pet Friendly !
Sarasota, FL
8% off
Price is AU$2,674
AU$2,674
AU$382 per night
includes taxes & fees
Image gallery for Spacious 3/3 Apt w/Hot Tub/75in TV/Mac Computer
1010 out of 10 rating
Exceptional
(9 reviews)
Spacious 3/3 Apt w/Hot Tub/75in TV/Mac Computer
Sarasota, FL
6% off
Price is AU$2,170
AU$2,170
AU$310 per night
includes taxes & fees
Image gallery for Freshly remodeled, wonderfully located home in North Sarasota.
9.09.0 out of 10 rating
Wonderful
(8 reviews)
Freshly remodeled, wonderfully located home in North Sarasota.
Sarasota, FL
7% off
Price is AU$2,656
AU$2,656
AU$379 per night
includes taxes & fees
Image gallery for Luxury 4/3 home by Downtown, the bay and the Keys
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Luxury 4/3 home by Downtown, the bay and the Keys
Sarasota, FL
8% off
Price is AU$5,807
AU$5,807
AU$830 per night
includes taxes & fees
Image gallery for Beautiful 3 br, 2ba, near Siesta Key, Lido Key and Downtown Sarasota.
1010 out of 10 rating
Exceptional
(8 reviews)
Beautiful 3 br, 2ba, near Siesta Key, Lido Key and Downtown Sarasota.
Sarasota, FL
7% off
Price is AU$3,400
AU$3,400
AU$486 per night
includes taxes & fees
Image gallery for Peaceful Private Get Away - 10 Minutes from Major beaches!
8.68.6 out of 10 rating
Excellent
(16 reviews)
Peaceful Private Get Away - 10 Minutes from Major beaches!
Sarasota, FL
6% off
Price is AU$3,017
AU$3,017
AU$431 per night
includes taxes & fees
Image gallery for The Turtle Nest-Lanai w/Hot Tub+5mi to beach
9.89.8 out of 10 rating
Exceptional
(10 reviews)
The Turtle Nest-Lanai w/Hot Tub+5mi to beach
Sarasota, FL
7% off
Price is AU$2,182
AU$2,182
AU$312 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
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
5.25.2 out of 10
5 reviews(5 reviews)
Single-story home with private yard, enclosed patio, updated interior, & W/D
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 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
18 reviews(18 reviews)
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)
Condo With a View!
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Gorgeous Water View Condo - Meadows Golf & Cc.
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
7 reviews(7 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