Holiday rentals near Sunshine Skyway Bridge
We found 6,117 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Sunshine Skyway Bridge
Showing deals for:19 Sept - 26 Sept
Image gallery for Private Luxury Waterfront Estate 🌿 Step into the Jubilee Sanctuary.
1010 out of 10 rating
Exceptional
(12 reviews)
Private Luxury Waterfront Estate 🌿 Step into the Jubilee Sanctuary.
Bradenton, FL
8% off
Price is NZ$41,735
NZ$41,735
NZ$5,962 per night
includes taxes & fees
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 NZ$32,327
NZ$32,327
NZ$4,618 per night
includes taxes & fees
Image gallery for BEST OF THE BEACH_luxurious house just steps from the sand_ALL the amenities!!!
1010 out of 10 rating
Exceptional
(16 reviews)
BEST OF THE BEACH_luxurious house just steps from the sand_ALL the amenities!!!
Treasure Island, FL
8% off
Price is NZ$11,095
NZ$11,095
NZ$1,585 per night
includes taxes & fees
Image gallery for Family Estate|Themed Bunk Rooms|6BR/18ppl
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Family Estate|Themed Bunk Rooms|6BR/18ppl
Bradenton, Florida
7% off
Price is NZ$6,855
NZ$6,855
NZ$979 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
(15 reviews)
3 Bedroom, 2 Bath Ground Level with Heated Pool - Short walk to the beach.
Holmes Beach, FL
8% off
Price is NZ$4,830
NZ$4,830
NZ$690 per night
includes taxes & fees
Image gallery for Casa Bella-5BR/Waterfront/Pool/Spa
1010 out of 10 rating
Exceptional
(8 reviews)
Casa Bella-5BR/Waterfront/Pool/Spa
Bradenton, FL
7% off
Price is NZ$5,734
NZ$5,734
NZ$819 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 NZ$10,111
NZ$10,111
NZ$1,444 per night
includes taxes & fees
Image gallery for Enjoy Peaceful Sunsets at Club Bahia
9.89.8 out of 10 rating
Exceptional
(59 reviews)
Enjoy Peaceful Sunsets at Club Bahia
St. Petersburg, FL
13% off
Price is NZ$3,517
NZ$3,517
NZ$502 per night
includes taxes & fees
Image gallery for ⚓Now Booking for Summer! Casa Palma! Beautiful waterfront home w/heated pool & dock!⚓🌅
1010 out of 10 rating
Exceptional
(24 reviews)
⚓Now Booking for Summer! Casa Palma! Beautiful waterfront home w/heated pool & dock!⚓🌅
Bradenton, FL
7% off
Price is NZ$6,563
NZ$6,563
NZ$938 per night
includes taxes & fees
Image gallery for New! 12 min to AMI Beach + Pickleball + Mini-Golf
1010 out of 10 rating
Exceptional
(7 reviews)
New! 12 min to AMI Beach + Pickleball + Mini-Golf
Bradenton, Florida
7% off
Price is NZ$4,650
NZ$4,650
NZ$664 per night
includes taxes & fees
Image gallery for Waterfront paradise, walking distance to beach! Private heated pool!
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Waterfront paradise, walking distance to beach! Private heated pool!
Bradenton Beach, FL
5% off
Price is NZ$6,460
NZ$6,460
NZ$923 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 NZ$3,241
NZ$3,241
NZ$463 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 NZ$7,617
NZ$7,617
NZ$1,088 per night
includes taxes & fees
Image gallery for Waterfront Condo on the Beautiful Isla Del Sol
1010 out of 10 rating
Exceptional
(10 reviews)
Waterfront Condo on the Beautiful Isla Del Sol
St. Petersburg, FL
7% off
Price is NZ$4,141
NZ$4,141
NZ$592 per night
includes taxes & fees
Image gallery for Spacious 4Bed-4Ba Retreat! Heated Pool, Trendy Rooms,Games, Min to beaches & IMG
1010 out of 10 rating
Exceptional
(5 reviews)
Spacious 4Bed-4Ba Retreat! Heated Pool, Trendy Rooms,Games, Min to beaches & IMG
Bradenton, FL
7% off
Price is NZ$4,549
NZ$4,549
NZ$650 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 NZ$8,100
NZ$8,100
NZ$1,157 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 NZ$4,354
NZ$4,354
NZ$622 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 NZ$3,688
NZ$3,688
NZ$527 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 NZ$4,903
NZ$4,903
NZ$700 per night
includes taxes & fees
Image gallery for Stunning Brand New Modern Coastal Home in the heart of Gulfport
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Stunning Brand New Modern Coastal Home in the heart of Gulfport
Gulfport, FL
8% off
Price is NZ$4,065
NZ$4,065
NZ$581 per night
includes taxes & fees
Image gallery for Private Island Old FL Waterfront Heaven on Earth
1010 out of 10 rating
Exceptional
(5 reviews)
Private Island Old FL Waterfront Heaven on Earth
Terra Ceia, FL
13% off
Price is NZ$3,667
NZ$3,667
NZ$524 per night
includes taxes & fees
Image gallery for PARADISE POOL and SPA with full screen enclosure. 15 min from Anna Maria Island.
1010 out of 10 rating
Exceptional
(19 reviews)
PARADISE POOL and SPA with full screen enclosure. 15 min from Anna Maria Island.
Bradenton, FL
8% off
Price is NZ$6,580
NZ$6,580
NZ$940 per night
includes taxes & fees
Image gallery for Riverwalk Lady On The Riverwalk, 2 Blocks Old Main St., Manatee River & Pier
1010 out of 10 rating
Exceptional
(190 reviews)
Riverwalk Lady On The Riverwalk, 2 Blocks Old Main St., Manatee River & Pier
Bradenton, FL
13% off
Price is NZ$3,209
NZ$3,209
NZ$458 per night
includes taxes & fees
Image gallery for Villa Rozafa Cozy,spacious,walking distance from downtown white sandy beach.
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Villa Rozafa Cozy,spacious,walking distance from downtown white sandy beach.
Anna Maria, FL
7% off
Price is NZ$7,424
NZ$7,424
NZ$1,061 per night
includes taxes & fees
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