House
10.0(207 Reviews)
1 Bedroom
4 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
£180/Night
7 Nights - £1,263
Anna Maria Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Anna Maria
10.0
House
10.0(3 Reviews)
4 Bedrooms
10 Guests
Hot Tub
Pool
Spa- Balcony/Terrace
£803/Night
7 Nights - £5,619
House
10.0(1 Review)
1 Bedroom
- Parking
- Balcony/Terrace
Kitchen
Internet
£276/Night
7 Nights - £1,935
Condo
10.0(189 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£213/Night
7 Nights - £1,493
£453/Night
7 Nights - £3,171
Condo
10.0(187 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£219/Night
7 Nights - £1,534
House
10.0(148 Reviews)
2 Bedrooms
6 Guests
Private Pool- Oceanfront
- Parking
- Pool
£436/Night
7 Nights - £3,051
House
10.0(144 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
£571/Night
7 Nights - £3,998
Condo
10.0(144 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£248/Night
7 Nights - £1,734
Luxury Holiday Rentals in Anna Maria
Over 1616+ Luxury Holiday Rentals in or Near Anna Maria
House
10.0(64 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
£6,489/Night
7 Nights - £45,425
£4,253/Night
7 Nights - £29,767
£4,022/Night
7 Nights - £28,155
House
4 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
Breakfast- Parking
£3,592/Night
7 Nights - £25,145
House
5 Bedrooms
8 Guests
- Parking
- Pool
View- Internet
£2,480/Night
7 Nights - £17,359
£2,409/Night
7 Nights - £16,866
House
4 Bedrooms
8 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
£2,390/Night
7 Nights - £16,730
£2,377/Night
7 Nights - £16,636
House
10.0(3 Reviews)
5 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
£2,297/Night
7 Nights - £16,077
Top-Rated Holiday Rentals with a Pool in Anna Maria
Over 1295+ The Best Private Villas and Holiday Rentals in Anna Maria with a Pool
House
10.0(155 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
£979/Night
7 Nights - £6,855
Cottage
10.0(135 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
£417/Night
7 Nights - £2,922
House
10.0(134 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Parking
- Pool
- Ocean View
£300/Night
7 Nights - £2,102
House
10.0(127 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
£292/Night
7 Nights - £2,044
House
10.0(126 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
£292/Night
7 Nights - £2,044
Cottage
10.0(119 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
£690/Night
7 Nights - £4,833
House
10.0(118 Reviews)
5 Bedrooms
14 Guests
- Private Pool
- Hot Tub
- Pool
- Spa
£1,095/Night
7 Nights - £7,667
House
10.0(116 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
£539/Night
7 Nights - £3,770
House
10.0(103 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
£583/Night
7 Nights - £4,084
Pet-Friendly Holiday Rentals in Anna Maria
Over 527+ Pet-Friendly Holiday Rentals in or Near Anna Maria
House
10.0(25 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
£476/Night
7 Nights - £3,331
£702/Night
7 Nights - £4,916
£168/Night
7 Nights - £1,173
House
10.0(22 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- View
£261/Night
7 Nights - £1,830
£512/Night
7 Nights - £3,584
House
10.0(11 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
£583/Night
7 Nights - £4,078
House
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- View
£460/Night
7 Nights - £3,220
House
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
£734/Night
7 Nights - £5,135
House
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
£526/Night
7 Nights - £3,680
Large Holiday Rentals and Private Villas in Anna Maria
Over 322+ Large Holiday Rentals and Private Villas in or Near Anna Maria
Villa
9.8(16 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
£469/Night
7 Nights - £3,282
House
10.0(2 Reviews)
4 Bedrooms
11 Guests
- Hot Tub
- Parking
- Pool
- View
£496/Night
7 Nights - £3,473
House
8.8(30 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
£1,864/Night
7 Nights - £13,045
Villa
10.0(127 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£419/Night
7 Nights - £2,933
£1,504/Night
7 Nights - £10,529
House
10.0(71 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
£687/Night
7 Nights - £4,809
House
10.0(52 Reviews)
3 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£468/Night
7 Nights - £3,276
Apartment
10.0(48 Reviews)
5 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
£1,427/Night
7 Nights - £9,992
House
10.0(42 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
£598/Night
7 Nights - £4,187
Wheelchair Accessible Holiday Homes in Anna Maria
Over 179+ Wheelchair Accessible Holiday Homes in or Near Anna Maria
Cottage
9.6(129 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£488/Night
7 Nights - £3,414
£336/Night
7 Nights - £2,352
£1,440/Night
7 Nights - £10,082
House
10.0(96 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
£697/Night
7 Nights - £4,877
House
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
£695/Night
7 Nights - £4,863
House
10.0(80 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
£681/Night
7 Nights - £4,768
House
10.0(67 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
£618/Night
7 Nights - £4,328
House
10.0(54 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
£801/Night
7 Nights - £5,605
House
10.0(44 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
£994/Night
7 Nights - £6,955
Anna Maria Private Villas and Holiday Homes Under $200
Over 20+ Anna Maria Private Villas and Holiday Homes Under $200
Condo
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
£100/Night
7 Nights - £703
£100/Night
7 Nights - £698
£120/Night
7 Nights - £840
Condo
10.0(39 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£143/Night
7 Nights - £1,004
£144/Night
7 Nights - £1,010
Condo
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
£82/Night
7 Nights - £571
Condo
9.4(3 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£120/Night
7 Nights - £840
Condo
9.2(104 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
£149/Night
7 Nights - £1,044
Apartment
9.2(36 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£125/Night
7 Nights - £872
Instantly Bookable Holiday Homes in Anna Maria
Over 1109+ Instantly Bookable Holiday Homes in or Near Anna Maria
Condo
10.0(138 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£290/Night
7 Nights - £2,031
House
9.4(6 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£414/Night
7 Nights - £2,897
House
10.0(78 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£427/Night
7 Nights - £2,992
House
10.0(71 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
£406/Night
7 Nights - £2,838
House
10.0(69 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
£426/Night
7 Nights - £2,983
House
10.0(65 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
£406/Night
7 Nights - £2,843
House
10.0(47 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
£348/Night
7 Nights - £2,433
Condo
10.0(47 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£175/Night
7 Nights - £1,224
House
10.0(45 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
£443/Night
7 Nights - £3,102
Book a Last Minute Place to Stay in Anna Maria
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 £641.
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 in Anna Maria, FL
There are 1625 Anna Maria, FL Holiday Rentals
- Prices for a holiday home in Anna Maria start at £100
- 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 Holiday 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 holiday rentals have private pools in Anna Maria?
Discover a selection of holiday rentals with private pools near Anna Maria with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Anna Maria are best for families?
If you're searching for a family-friendly holiday home in Anna Maria, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Anna Maria:
How many Casai.uk 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 |
