Holiday rentals near H2O Watersportz
We found 12,819 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals within easy reach of H2O Watersportz that can be your home away from home. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, such as air conditioning and Wi-Fi. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - H2O Watersportz
Showing deals for:14 Nov - 21 Nov
Image gallery for Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
9.69.6 out of 10 rating
Exceptional
(34 reviews)
Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
Bradenton, FL
7% off
Price is AU$3,579
AU$3,579
AU$511 per night
includes taxes & fees
Image gallery for Stylish Retreat on Private Crescent Beach
1010 out of 10 rating
Exceptional
(96 reviews)
Stylish Retreat on Private Crescent Beach
Siesta Key, FL
8% off
Price is AU$4,390
AU$4,390
AU$627 per night
includes taxes & fees
Image gallery for Summer Special! Get 10% Off-July and August Only!
1010 out of 10 rating
Exceptional
(12 reviews)
Summer Special! Get 10% Off-July and August Only!
Bradenton, FL
6% off
Price is AU$3,697
AU$3,697
AU$528 per night
includes taxes & fees
Image gallery for Bayview Pointe! Luxury 3 bedroom home! Near Anna Maria island with heated pool!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Bayview Pointe! Luxury 3 bedroom home! Near Anna Maria island with heated pool!
Cortez, FL
8% off
Price is AU$6,422
AU$6,422
AU$917 per night
includes taxes & fees
Image gallery for Bridge Street Pier Beach House + Dog-friendly
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Bridge Street Pier Beach House + Dog-friendly
Bradenton Beach, FL
5% off
Price is AU$2,896
AU$2,896
AU$414 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
(15 reviews)
Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
Sarasota, FL
7% off
Price is AU$4,016
AU$4,016
AU$574 per night
includes taxes & fees
Image gallery for Beautifully Decorated Pool Home 2 Bed/2 Bath minutes away from Siesta Key Beach!
1010 out of 10 rating
Exceptional
(40 reviews)
Beautifully Decorated Pool Home 2 Bed/2 Bath minutes away from Siesta Key Beach!
Sarasota, FL
8% off
Price is AU$4,807
AU$4,807
AU$687 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
(109 reviews)
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Siesta Key, FL
11% off
Price is AU$3,006
AU$3,006
AU$429 per night
includes taxes & fees
Image gallery for Spanish Style Home With Private Heated Pool
9.89.8 out of 10 rating
Exceptional
(230 reviews)
Spanish Style Home With Private Heated Pool
Bradenton, FL
7% off
Price is AU$2,311
AU$2,311
AU$330 per night
includes taxes & fees
Image gallery for NEW! Saltwater Serenity .08 Miles to AMI, Canal Front w/Heated Pool!
9.49.4 out of 10 rating
Exceptional
(10 reviews)
NEW! Saltwater Serenity .08 Miles to AMI, Canal Front w/Heated Pool!
Cortez, FL
7% off
Price is AU$5,242
AU$5,242
AU$749 per night
includes taxes & fees
Image gallery for Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!
9.49.4 out of 10 rating
Exceptional
(23 reviews)
Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!
Sarasota, FL
7% off
Price is AU$2,062
AU$2,062
AU$295 per night
includes taxes & fees
Image gallery for Tiki Tide Villa | Private POOL + Tiki Hut!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Tiki Tide Villa | Private POOL + Tiki Hut!
Sarasota, FL
7% off
Price is AU$5,032
AU$5,032
AU$719 per night
includes taxes & fees
Image gallery for Flash Deal:15% Off 3+ nights August only!
9.69.6 out of 10 rating
Exceptional
(31 reviews)
Flash Deal:15% Off 3+ nights August only!
Bradenton, FL
5% off
Price is AU$10,612
AU$10,612
AU$1,516 per night
includes taxes & fees
Image gallery for Happy Island Cottage with Heated Private Pool
1010 out of 10 rating
Exceptional
(92 reviews)
Happy Island Cottage with Heated Private Pool
Holmes Beach, FL
8% off
Price is AU$4,960
AU$4,960
AU$709 per night
includes taxes & fees
Image gallery for Luxury escape, clean, 1.5 ml to beach & Eckerd, cozy, roomy, family friendly
9.69.6 out of 10 rating
Exceptional
(73 reviews)
Luxury escape, clean, 1.5 ml to beach & Eckerd, cozy, roomy, family friendly
St. Petersburg, FL
7% off
Price is AU$1,953
AU$1,953
AU$279 per night
includes taxes & fees
Image gallery for ⚓Sandys Coral Retreat! Canal Front, Pool, Spa & More⚓
9.89.8 out of 10 rating
Exceptional
(8 reviews)
⚓Sandys Coral Retreat! Canal Front, Pool, Spa & More⚓
Bradenton, FL
7% off
Price is AU$4,324
AU$4,324
AU$618 per night
includes taxes & fees
Image gallery for Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
1010 out of 10 rating
Exceptional
(16 reviews)
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Bradenton, FL
11% off
Price is AU$2,425
AU$2,425
AU$346 per night
includes taxes & fees
Image gallery for Luxury Family size house, 9 miles away from siesta key, with pool
1010 out of 10 rating
Exceptional
(13 reviews)
Luxury Family size house, 9 miles away from siesta key, with pool
Sarasota, FL
19% off
Price is AU$3,443
AU$3,443
AU$492 per night
includes taxes & fees
Image gallery for Book now, and make memories that will last a lifetime in the heart of Sarasota!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Book now, and make memories that will last a lifetime in the heart of Sarasota!
Sarasota, FL
8% off
Price is AU$2,553
AU$2,553
AU$365 per night
includes taxes & fees
Image gallery for Newly Gorgeous Condo on St. Pete Beach.
1010 out of 10 rating
Exceptional
(23 reviews)
Newly Gorgeous Condo on St. Pete Beach.
St. Pete Beach, FL
8% off
Price is AU$3,674
AU$3,674
AU$525 per night
includes taxes & fees
Image gallery for Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
1010 out of 10 rating
Exceptional
(118 reviews)
Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Holmes Beach, FL
8% off
Price is AU$5,924
AU$5,924
AU$846 per night
includes taxes & fees
Image gallery for Brown Bunny BnB & Bakery Peaceful Palmetto Retreat Sunny Outdoor Living WiFi AC
9.09.0 out of 10 rating
Wonderful
(12 reviews)
Brown Bunny BnB & Bakery Peaceful Palmetto Retreat Sunny Outdoor Living WiFi AC
Palmetto, FL
14% off
Price is AU$1,269
AU$1,269
AU$181 per night
includes taxes & fees
Image gallery for Island 🏝️ Escape on Private Street – 5 min Walk to Beach & Dining
1010 out of 10 rating
Exceptional
(9 reviews)
Island 🏝️ Escape on Private Street – 5 min Walk to Beach & Dining
Holmes Beach, FL
11% off
Price is AU$3,237
AU$3,237
AU$462 per night
includes taxes & fees
Image gallery for Bright & Beachy - Steps to the water! Community pool closure Aug 4-31st
1010 out of 10 rating
Exceptional
(89 reviews)
Bright & Beachy - Steps to the water! Community pool closure Aug 4-31st
Siesta Key, FL
8% off
Price is AU$3,422
AU$3,422
AU$489 per night
includes taxes & fees
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Find the best place to stay - H2O Watersportz
Pelican Post at Anna Maria Island Inn
Sleeps 6 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
293 reviews(293 reviews)
Adorable Beach cottage just steps Bean Point beach!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
58 reviews(58 reviews)
Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Seabreeze at Anna Maria Island Inn
Sleeps 4 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
27 reviews(27 reviews)
Beachfront Home | Pool + Spa | Games | Ocean Views
Sleeps 8 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Anna Maria Island Rentals - Beach Front - "Angels Envy" -Rod & Reel Pier Retreat
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
152 reviews(152 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