
Holiday rentals near Sunshine Skyway Bridge
We found 12,234 holiday rentals — enter your dates for availability
Find the perfect holiday home that's close to Sunshine Skyway Bridge. Holiday homes provide the best amenities for your family, friends or furry companion, such as air conditioning and a pool. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Sunshine Skyway Bridge
Showing deals for:19 Sept - 26 Sept
Image gallery for Luxury BEACHFRONT Beach House - Pool & Spa - Direct Gulf Access - Entire Home

9.89.8 out of 10 rating
Exceptional
(96 reviews)
Luxury BEACHFRONT Beach House - Pool & Spa - Direct Gulf Access - Entire Home
Bradenton Beach, FL
8% off
Price is AU$28,787
AU$28,787
AU$4,112 per night
includes taxes & fees
Image gallery for You Belong on a Beach ! Walk to Beach - Food - Bar ! Fully Stocked Kitchen

1010 out of 10 rating
Exceptional
(13 reviews)
You Belong on a Beach ! Walk to Beach - Food - Bar ! Fully Stocked Kitchen
Treasure Island, FL
12% off
Price is AU$6,265
AU$6,265
AU$895 per night
includes taxes & fees
Image gallery for 3 Bedroom, 2 Bath Ground Level with Heated Pool - Short walk to the beach.

1010 out of 10 rating
Exceptional
(14 reviews)
3 Bedroom, 2 Bath Ground Level with Heated Pool - Short walk to the beach.
Holmes Beach, FL
8% off
Price is AU$4,485
AU$4,485
AU$641 per night
includes taxes & fees
Image gallery for Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!

9.29.2 out of 10 rating
Wonderful
(62 reviews)
Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!
Anna Maria, FL
8% off
Price is AU$9,488
AU$9,488
AU$1,355 per night
includes taxes & fees
Image gallery for Coastal living with water views, sunrises, sunsets and boat slip

1010 out of 10 rating
Exceptional
(12 reviews)
Coastal living with water views, sunrises, sunsets and boat slip
Treasure Island, FL
8% off
Price is AU$5,118
AU$5,118
AU$731 per night
includes taxes & fees
Image gallery for Charming Longboat Key Bungalow with private beach 5 min walk away

9.49.4 out of 10 rating
Exceptional
(8 reviews)
Charming Longboat Key Bungalow with private beach 5 min walk away
Longboat Key, FL
7% off
Price is AU$2,268
AU$2,268
AU$324 per night
includes taxes & fees
Image gallery for Saint Petersburg/ Treasure Island Ocean Front Beach Resort

1010 out of 10 rating
Exceptional
(47 reviews)
Saint Petersburg/ Treasure Island Ocean Front Beach Resort
Treasure Island, FL
8% off
Price is AU$6,236
AU$6,236
AU$891 per night
includes taxes & fees
Image gallery for Get your beach time in at this poolside cottage between gulf and bay

9.89.8 out of 10 rating
Exceptional
(69 reviews)
Get your beach time in at this poolside cottage between gulf and bay
Bradenton Beach, FL
12% off
Price is AU$3,008
AU$3,008
AU$430 per night
includes taxes & fees
Image gallery for 🌴HEATED POOL AND JACUZZI FOR YEAR ROUND RELAXATION ON OCEAN FRONT BEACH⛱️ !!!!

1010 out of 10 rating
Exceptional
(27 reviews)
🌴HEATED POOL AND JACUZZI FOR YEAR ROUND RELAXATION ON OCEAN FRONT BEACH⛱️ !!!!
Indian Shores, FL
7% off
Price is AU$3,282
AU$3,282
AU$469 per night
includes taxes & fees
Image gallery for 4br 2b Tropical Paradise HEATED POOL & Hot Tub 5min to the BEACH🏝

1010 out of 10 rating
Exceptional
(33 reviews)
4br 2b Tropical Paradise HEATED POOL & Hot Tub 5min to the BEACH🏝
Seminole, FL
7% off
Price is AU$5,126
AU$5,126
AU$732 per night
includes taxes & fees
Image gallery for Family-Friendly w/Heated Pool, Spa, Pickleball, Putt-Putt, 10 min from AMI

1010 out of 10 rating
Exceptional
(5 reviews)
Family-Friendly w/Heated Pool, Spa, Pickleball, Putt-Putt, 10 min from AMI
Bradenton, FL
5% off
Price is AU$6,947
AU$6,947
AU$992 per night
includes taxes & fees
Image gallery for Enjoy the white sands of the Gulf of Mexico in luxurious and spacious condo.

9.89.8 out of 10 rating
Exceptional
(45 reviews)
Enjoy the white sands of the Gulf of Mexico in luxurious and spacious condo.
North Redington Beach, FL
8% off
Price is AU$3,927
AU$3,927
AU$561 per night
includes taxes & fees
Image gallery for POOLS OPEN! Beach Front Condo, Beautiful Sunsets!

9.89.8 out of 10 rating
Exceptional
(27 reviews)
POOLS OPEN! Beach Front Condo, Beautiful Sunsets!
Treasure Island, FL
8% off
Price is AU$3,604
AU$3,604
AU$515 per night
includes taxes & fees
Image gallery for Beachfront-Directly on the Sand - Sunset Beach, Treasure Island, Florida

9.89.8 out of 10 rating
Exceptional
(118 reviews)
Beachfront-Directly on the Sand - Sunset Beach, Treasure Island, Florida
Treasure Island, FL
8% off
Price is AU$7,392
AU$7,392
AU$1,056 per night
includes taxes & fees
Image gallery for Beautiful 3BR /2BA, Family Friendly Home w/Private pool/patio area

1010 out of 10 rating
Exceptional
(35 reviews)
Beautiful 3BR /2BA, Family Friendly Home w/Private pool/patio area
Holmes Beach, FL
7% off
Price is AU$4,044
AU$4,044
AU$578 per night
includes taxes & fees
Image gallery for 4-bedroom vacation home just 13 minutes from Bradenton Beach

9.49.4 out of 10 rating
Exceptional
(74 reviews)
4-bedroom vacation home just 13 minutes from Bradenton Beach
Bradenton, FL
7% off
Price is AU$4,553
AU$4,553
AU$650 per night
includes taxes & fees
Image gallery for Spring Discount! FreeHeatedPool🏊♂️SpaBeachGear🏖️FullyEquippedKitchenKid Friendly

9.89.8 out of 10 rating
Exceptional
(20 reviews)
Spring Discount! FreeHeatedPool🏊♂️SpaBeachGear🏖️FullyEquippedKitchenKid Friendly
Bradenton, FL
7% off
Price is AU$3,453
AU$3,453
AU$493 per night
includes taxes & fees
Image gallery for Stay on the beach, not just near the beach

1010 out of 10 rating
Exceptional
(72 reviews)
Stay on the beach, not just near the beach
North Redington Beach, FL
7% off
Price is AU$3,345
AU$3,345
AU$478 per night
includes taxes & fees
Image gallery for Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location

1010 out of 10 rating
Exceptional
(36 reviews)
Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location
Bradenton Beach, FL
8% off
Price is AU$7,718
AU$7,718
AU$1,103 per night
includes taxes & fees
Image gallery for Spectacular Oceanfront condo on the Sands of Treasure Island

1010 out of 10 rating
Exceptional
(153 reviews)
Spectacular Oceanfront condo on the Sands of Treasure Island
Treasure Island, FL
8% off
Price is AU$7,469
AU$7,469
AU$1,067 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
(44 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton, FL
7% off
Price is AU$4,554
AU$4,554
AU$651 per night
includes taxes & fees
Image gallery for PRIVATE ESTATE BY BEACH 5BR 3BA 2 king masters, heated pooL, hottub, by beach.

9.89.8 out of 10 rating
Exceptional
(34 reviews)
PRIVATE ESTATE BY BEACH 5BR 3BA 2 king masters, heated pooL, hottub, by beach.
Seminole, FL
28% off
Price is AU$4,743
AU$4,743
AU$678 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
(35 reviews)
Florida country club home, short drive to beaches, theme parks & golf
Bradenton, FL
7% off
Price is AU$4,139
AU$4,139
AU$591 per night
includes taxes & fees
Image gallery for Family beach condo. Steps to sand and restaurants + bars!

9.89.8 out of 10 rating
Exceptional
(185 reviews)
Family beach condo. Steps to sand and restaurants + bars!
Bradenton Beach, FL
8% off
Price is AU$3,895
AU$3,895
AU$556 per night
includes taxes & fees
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Find properties near top attractions in Sunshine Skyway Bridge
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Find the best place to stay - Sunshine Skyway Bridge
Pleasant Stay, Convenient Location! FREE Parking, Pet-friendly Property, Pool!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
Rare! Adorable Cottage on Snead Island, Fish Dock,Tiki & Bch 250 ft. away. Pets
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
JULY AUG SEPT DISCOUNT! AMI White Sand Beaches/IMG ACADEMY/Pickle Ball/GOLF/FUN!
Sleeps 12 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Self Check in, Professionally cleaned, Beach Resort, Onsite Restaurants, Daily Live Music!
Sleeps 4 · 1 bedroom · 1 bathroom
8.28.2 out of 10
Very goodvery good
15 reviews(15 reviews)
Multi family beach house! 9 bedrooms, pool with waterslide + rooftop deck
Sleeps 22 · 9 bedrooms · 6+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Entire 4 bedroom home in St Petersburg, Florida
Sleeps 7 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
- 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