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 NZ$5,592
NZ$5,592
NZ$799 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$2,240
NZ$2,240
NZ$320 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$2,024
NZ$2,024
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$4,965
NZ$4,965
NZ$709 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 NZ$5,079
NZ$5,079
NZ$726 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 NZ$6,942
NZ$6,942
NZ$992 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 NZ$3,709
NZ$3,709
NZ$530 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 NZ$4,027
NZ$4,027
NZ$575 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$2,595
NZ$2,595
NZ$371 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
8% off
Price is NZ$2,115
NZ$2,115
NZ$302 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$4,882
NZ$4,882
NZ$697 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$3,530
NZ$3,530
NZ$504 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 NZ$3,519
NZ$3,519
NZ$503 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 NZ$3,175
NZ$3,175
NZ$454 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 NZ$24,270
NZ$24,270
NZ$3,467 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 NZ$5,349
NZ$5,349
NZ$764 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 NZ$1,821
NZ$1,821
NZ$260 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 NZ$4,688
NZ$4,688
NZ$670 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 NZ$3,081
NZ$3,081
NZ$440 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 NZ$2,556
NZ$2,556
NZ$365 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 NZ$2,656
NZ$2,656
NZ$379 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 NZ$3,148
NZ$3,148
NZ$450 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$3,626
NZ$3,626
NZ$518 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$6,914
NZ$6,914
NZ$988 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 NZ$1,176
NZ$1,176
for 3 nights, 1 home
NZ$392 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 NZ$829
NZ$829
for 3 nights, 1 home
NZ$276 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 NZ$600
NZ$600
for 3 nights, 1 room
NZ$200 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 NZ$1,797
NZ$1,797
for 3 nights, 1 home
NZ$599 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