House
10.0(207 Reviews)
1 Bedroom
4 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $239/Night
7 Nights - US $1,672
Anna Maria Holiday Rentals
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Compare Villas, Resorts, & Rentals in Anna Maria
10.0
House
10.0(3 Reviews)
4 Bedrooms
10 Guests
Hot Tub
Pool
Spa- Balcony/Terrace
US $1,063/Night
7 Nights - US $7,441
House
10.0(1 Review)
1 Bedroom
- Parking
- Balcony/Terrace
Kitchen
Internet
US $366/Night
7 Nights - US $2,562
Condo
10.0(189 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $282/Night
7 Nights - US $1,977
US $600/Night
7 Nights - US $4,200
House
9.4(6 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $548/Night
7 Nights - US $3,837
Condo
10.0(187 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $290/Night
7 Nights - US $2,031
House
10.0(3 Reviews)
4 Bedrooms
8 Guests
- Pool
- Balcony/Terrace
View
Air Conditioner
US $510/Night
7 Nights - US $3,570
House
8.0(1 Review)
1 Bedroom
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $333/Night
7 Nights - US $2,331
House
10.0(148 Reviews)
2 Bedrooms
6 Guests
Private Pool- Oceanfront
- Parking
- Pool
US $577/Night
7 Nights - US $4,040
US $1,508/Night
7 Nights - US $10,556
House
10.0(144 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $756/Night
7 Nights - US $5,295
US $930/Night
7 Nights - US $6,510
Condo
10.0(144 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $328/Night
7 Nights - US $2,296
US $840/Night
7 Nights - US $5,880
Condo
10.0(138 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $384/Night
7 Nights - US $2,690
US $678/Night
7 Nights - US $4,746
House
10.0(134 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $398/Night
7 Nights - US $2,784
House
10.0(2 Reviews)
4 Bedrooms
11 Guests
- Hot Tub
- Parking
- Pool
- View
US $657/Night
7 Nights - US $4,599
House
10.0(127 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $387/Night
7 Nights - US $2,707
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $639/Night
7 Nights - US $4,473
House
10.0(126 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $387/Night
7 Nights - US $2,707
US $606/Night
7 Nights - US $4,245
House
10.0(78 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $566/Night
7 Nights - US $3,962
US $282/Night
7 Nights - US $1,974
House
10.0(71 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $537/Night
7 Nights - US $3,759
US $852/Night
7 Nights - US $5,964
House
10.0(69 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $564/Night
7 Nights - US $3,951
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $434/Night
7 Nights - US $3,036
House
10.0(65 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $538/Night
7 Nights - US $3,765
US $710/Night
7 Nights - US $4,970
House
10.0(64 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $8,594/Night
7 Nights - US $60,156
US $1,992/Night
7 Nights - US $13,944
House
10.0(47 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $460/Night
7 Nights - US $3,222
Condo
10.0(47 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $232/Night
7 Nights - US $1,621
US $1,257/Night
7 Nights - US $8,799
House
10.0(45 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $587/Night
7 Nights - US $4,108
US $1,254/Night
7 Nights - US $8,778
Apartment
10.0(41 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $472/Night
7 Nights - US $3,301
House
10.0(38 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $457/Night
7 Nights - US $3,202
House
10.0(37 Reviews)
1 Bedroom
2 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $446/Night
7 Nights - US $3,120
House
10.0(29 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $662/Night
7 Nights - US $4,635
House
10.0(27 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $561/Night
7 Nights - US $3,930
House
10.0(25 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $630/Night
7 Nights - US $4,411
House
10.0(23 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $683/Night
7 Nights - US $4,782
House
10.0(22 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $664/Night
7 Nights - US $4,650
Apartment
10.0(22 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $541/Night
7 Nights - US $3,790
House
10.0(22 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $346/Night
7 Nights - US $2,423
Condo
10.0(21 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $229/Night
7 Nights - US $1,600
House
10.0(20 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $558/Night
7 Nights - US $3,904
House
10.0(17 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $684/Night
7 Nights - US $4,791
House
10.0(17 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $522/Night
7 Nights - US $3,652
House
10.0(15 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $544/Night
7 Nights - US $3,806
Apartment
10.0(15 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $393/Night
7 Nights - US $2,753
House
10.0(14 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $507/Night
7 Nights - US $3,548
House
10.0(11 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $772/Night
7 Nights - US $5,401
Condo
10.0(10 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $309/Night
7 Nights - US $2,160
House
10.0(8 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $675/Night
7 Nights - US $4,723
Apartment
10.0(7 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $456/Night
7 Nights - US $3,192
Condo
10.0(6 Reviews)
1 Bedroom
3 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $487/Night
7 Nights - US $3,407
Condo
10.0(6 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $316/Night
7 Nights - US $2,213
Cottage
10.0(4 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $695/Night
7 Nights - US $4,862
House
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $654/Night
7 Nights - US $4,579
House
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $609/Night
7 Nights - US $4,264
House
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $552/Night
7 Nights - US $3,863
House
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $971/Night
7 Nights - US $6,800
House
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $696/Night
7 Nights - US $4,874
House
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $423/Night
7 Nights - US $2,959
House
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $394/Night
7 Nights - US $2,756
House
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $328/Night
7 Nights - US $2,296
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,081/Night
7 Nights - US $7,565
About Casai's Private Villas and Holiday Rentals in Anna Maria
Discover more than 1625 vacation rentals available in Anna Maria. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Anna Maria.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Anna Maria, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Anna Maria. On average, places to stay near Anna Maria offer 1628.9 ft², with nightly prices averaging US $849.
With Casai, finding and comparing holiday rentals in Anna Maria is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Anna Maria, FL
There are 1625 Anna Maria, FL Vacation Rentals
- Prices for a holiday home in Anna Maria start at US $132
- Top rated vacation home in Anna Maria is Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
- Most popular short term in Anna Maria is Charming cottage , close to beach & bay.
- Cheapest place to stay in Anna Maria is A Place in Paradise
- Most expensive holiday rental in Anna Maria is Charming cottage with heated pool, tropical landscaping in prime location.
Recently Booked Hotels, Resorts, or Rentals in Anna Maria
Frequently Asked Questions About Anna Maria?
What are the top holiday rentals in Anna Maria?
With numerous options available in Anna Maria, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Anna Maria:
- Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
- Cozy North end hideaway! 5-min walk to beautiful white sand beach at Bean Point.
- Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
- Spectacular Beachfront House with Pool
- Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
- Sassy Seahorse: Heated pool, hot tub, ping pong, Foosball and pool table!
- Ideal Location, Stunning Villa! Close to beach, beach gear provided!
- Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
- Private Pool - Seaglass Cottage by SeaBreeze Vacation
- Perfect Anna Maria. Dock on Canal - 3 blocks to sugar sand beach. Heated pool.
How many Casai.com holiday rentals are available in Anna Maria?
As of 2026, Casai boasts over 1625 properties listed in the Anna Maria area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Anna Maria.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Key Royale Vacation Rentals in Sarasota, Florida | 5033 |
