Holiday rentals near Sarasota BayWalk
We found 6,865 holiday rentals — enter your dates for availability
Choose the perfect holiday home that's near Sarasota BayWalk. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a hot tub. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Sarasota BayWalk
Showing deals for:10 Oct - 17 Oct
Image gallery for Private Oasis in Sarasota Florida
1010 out of 10 rating
Exceptional
(36 reviews)
Private Oasis in Sarasota Florida
Sarasota, FL
7% off
Price is AU$5,162
AU$5,162
AU$737 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$2,086
AU$2,086
AU$298 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$1,896
AU$1,896
AU$271 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$4,574
AU$4,574
AU$653 per night
includes taxes & fees
Image gallery for The Sand Castle - Backyard Oasis Mins from Siesta!
1010 out of 10 rating
Exceptional
(7 reviews)
The Sand Castle - Backyard Oasis Mins from Siesta!
Sarasota, FL
9% off
Price is AU$4,680
AU$4,680
AU$669 per night
includes taxes & fees
Image gallery for Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
9.89.8 out of 10 rating
Exceptional
(116 reviews)
Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
Siesta Key, FL
7% off
Price is AU$6,417
AU$6,417
AU$917 per night
includes taxes & fees
Image gallery for Cozy Coastal Getaway - 2 min Walk to Beach & Village, Shops & Restaurants
1010 out of 10 rating
Exceptional
(13 reviews)
Cozy Coastal Getaway - 2 min Walk to Beach & Village, Shops & Restaurants
Siesta Key, FL
12% off
Price is AU$3,410
AU$3,410
AU$487 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$2,415
AU$2,415
AU$345 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
(14 reviews)
Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
Sarasota, FL
7% off
Price is AU$3,703
AU$3,703
AU$529 per night
includes taxes & fees
Image gallery for Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Sarasota, FL
7% off
Price is AU$1,980
AU$1,980
AU$283 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$4,495
AU$4,495
AU$642 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$3,252
AU$3,252
AU$465 per night
includes taxes & fees
Image gallery for Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
1010 out of 10 rating
Exceptional
(29 reviews)
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
Sarasota, FL
7% off
Price is AU$3,240
AU$3,240
AU$463 per night
includes taxes & fees
Image gallery for Spacious and Bright Townhome on beautiful Longboat Key
1010 out of 10 rating
Exceptional
(18 reviews)
Spacious and Bright Townhome on beautiful Longboat Key
Longboat Key, FL
8% off
Price is AU$2,923
AU$2,923
AU$418 per night
includes taxes & fees
Image gallery for Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key
1010 out of 10 rating
Exceptional
(7 reviews)
Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key
Siesta Key, FL
8% off
Price is AU$21,458
AU$21,458
AU$3,065 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
(27 reviews)
4Bd 4Ba private, 4 kings bf, heated pool, sleeps 16+!
Bradenton, FL
7% off
Price is AU$4,934
AU$4,934
AU$705 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
(49 reviews)
Get To the Beach! Only 5 miles to Siesta Key Beach!
Sarasota, FL
5% off
Price is AU$1,707
AU$1,707
AU$244 per night
includes taxes & fees
Image gallery for Costa Del Ray | Heated Pool, Gym + Covered Patio!
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Costa Del Ray | Heated Pool, Gym + Covered Patio!
Sarasota, FL
7% off
Price is AU$4,319
AU$4,319
AU$617 per night
includes taxes & fees
Image gallery for Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
9.69.6 out of 10 rating
Exceptional
(105 reviews)
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Siesta Key, FL
16% off
Price is AU$2,837
AU$2,837
AU$405 per night
includes taxes & fees
Image gallery for BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
9.69.6 out of 10 rating
Exceptional
(50 reviews)
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Sarasota, FL
7% off
Price is AU$2,381
AU$2,381
AU$340 per night
includes taxes & fees
Image gallery for Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
9.89.8 out of 10 rating
Exceptional
(87 reviews)
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
Longboat Key, FL
7% off
Price is AU$2,473
AU$2,473
AU$353 per night
includes taxes & fees
Image gallery for Tranquil 3BR Retreat: Private Pool, Large Yard, Near Beach & Downtown.
1010 out of 10 rating
Exceptional
(8 reviews)
Tranquil 3BR Retreat: Private Pool, Large Yard, Near Beach & Downtown.
Sarasota, FL
7% off
Price is AU$2,898
AU$2,898
AU$414 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 AU$3,331
AU$3,331
AU$476 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 AU$6,390
AU$6,390
AU$913 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Sarasota BayWalk
Showing deals for: 4 Oct - 7 Oct
Siesta Key Island Rentals
Sleeps 4 · 1 bedroom
9.69.6 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
The current price is AU$1,087
AU$1,087
for 3 nights, 1 home
AU$362 per night
includes taxes & fees
Sarasota FL Modern Historic 1 bedroom 1 bath 10 min to Siesta Beach and Downtown
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The current price is AU$763
AU$763
for 3 nights, 1 home
AU$254 per night
includes taxes & fees
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Sleeps 2 · 1 bathroom
8.48.4 out of 10
Very goodvery good
146 reviews(146 reviews)
The current price is AU$552
AU$552
for 3 nights, 1 room
AU$184 per night
includes taxes & fees
NEAR SIESTA KEY!!! Resort Style Villa with Community Pool/Tennis/Shuffle...
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is AU$1,654
AU$1,654
for 3 nights, 1 home
AU$551 per night
includes taxes & fees
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