A marina with boats, a bridge, and high-rise buildings.

Anna Maria Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Anna Maria holiday rentals

Beach nearby, white sand, beach towels

1. Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (478 reviews)
"Very clean room and just a short walk to the beach!"
United States
Ivet
The price is S$271
includes taxes & fees
15 Sept - 16 Sept
Haley's at The Anna Maria Island Inn
10 bedrooms

2. Family Tides Great for Groups Ocean Views Heated Pool Waterfall Spa Rooftop Patio Golf Cart Incl

Family Tides Great for Groups Ocean Views Heated Pool Waterfall Spa Rooftop Patio Golf Cart Incl
2.0 star property
Holmes Beach
The price is S$4,372
includes taxes & fees
12 Sept - 13 Sept
Family Tides Great for Groups Ocean Views Heated Pool Waterfall Spa Rooftop Patio Golf Cart Incl
Beach nearby, white sand, beach umbrellas, beach towels

3. Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (174 reviews)
"It was just a beautiful stay and love to come back next year!!"
United States
Allison
The price is S$835
includes taxes & fees
13 Sept - 14 Sept
Palm Tree Villas
Exterior

4. Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
8.4 out of 10, Very good, (11 reviews)
"The condo was great! Couldn’t have asked for a better place to start our first time in AMI!"
United States
Josephine
The price is S$574
includes taxes & fees
27 Sept - 28 Sept
Alamanda Villas
2 restaurants; lunch and dinner served

5. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (828 reviews)
"The hotel was wonderful. Nice staff, room and location. Free beach chairs, towels and umbrella to use at the beach which is right across the street."
United States
robin
The price is S$449
includes taxes & fees
23 Sept - 24 Sept
Bridgewalk Resort
Premium bedding, pillow-top beds, minibar, free cots/infant beds

6. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (129 reviews)
"Right on beach, in a good area. Comfy beds, would stay here again"
United States
Katelyn
The price is S$422
includes taxes & fees
29 Sept - 30 Sept
Seabreeze at Anna Maria Island Inn
Exterior

7. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (459 reviews)
"Great place to stay,"
United States
Wilson
The price is S$251
includes taxes & fees
30 Sept - 1 Oct
Pelican Post at Anna Maria Island Inn
Interior

8. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is S$426
includes taxes & fees
17 Sept - 18 Sept
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
Poolside bar

9. Beach House Suites by the Don CeSar

Beach House Suites by the Don CeSar
3.0 star property
Belle Vista
9.0 out of 10, Wonderful, (1,190 reviews)
"Great place to stay"
United States
Michael
The price is S$383
includes taxes & fees
15 Sept - 16 Sept
Beach House Suites by the Don CeSar
Interior

10. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is S$3,913
includes taxes & fees
17 Sept - 18 Sept
3716 7th Ave W
Outdoor pool, pool umbrellas, pool loungers

11. Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.4 out of 10, Exceptional, (8 reviews)
"I would stay again, very accommodating"
United States
Deliondra
The price is S$576
includes taxes & fees
13 Sept - 14 Sept
Cedar Run Resort - Roam Hospitality
Water view

12. FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,251 reviews)
"The rooms were very clean and the staff were so helpful"
United States
Lana
The price is S$279
includes taxes & fees
16 Sept - 17 Sept
FUSION Resort Waterfront Suites
Outdoor dining

13. Mint House St. Petersburg Downtown by Kasa

Mint House St. Petersburg Downtown by Kasa
4.0 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (1,013 reviews)
"Great stay"
United States
Brittany
The price is S$150
includes taxes & fees
22 Sept - 23 Sept
Mint House St. Petersburg Downtown by Kasa
Aerial view

14. Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,734 reviews)
"Amazing property. Hoping to make it a yearly tradition to stay there. Great location, clean, comfortable."
United States
Vanessa S
The price is S$261
includes taxes & fees
20 Sept - 21 Sept
Sunset Vistas Two Bedroom Beachfront Suites
On the beach

15. Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (901 reviews)
"Clean room, close to beach"
United States
Krishna
The price is S$465
includes taxes & fees
15 Sept - 16 Sept
Surf Beach Treasure Island Resort
Aerial view

16. Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (731 reviews)
"The room was spacious and clean with a great view of the water. The location is great. Enjoyed my stay!"
United States
Karen
The price is S$385
includes taxes & fees
21 Sept - 22 Sept
Westwinds Waterfront Resort
Front of property – evening/night

17. South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,171 reviews)
"Close to a lot of amenities"
Canada
Erika
The price is S$395
includes taxes & fees
13 Sept - 14 Sept
South Beach Oceanfront Resort
Premium bedding, desk, soundproofing, iron/ironing board

18. Park Shore Suites St Pete Beach

Park Shore Suites St Pete Beach
3.0 star property
Downtown St. Pete Beach
8.6 out of 10, Excellent, (63 reviews)
"Room was very clean, staff very friendly and happy to help. Parking very near to room, room and property had everything we needed. "
United Kingdom
Gemma
The price is S$236
includes taxes & fees
13 Sept - 14 Sept
Park Shore Suites St Pete Beach
Sun deck

19. Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (679 reviews)
"excellent location right by the ocean. good suite with 2 bedrooms and bathrooms. place worth considering for a return trip to the area."
Canada
ALEXANDER
The price is S$266
includes taxes & fees
13 Sept - 14 Sept
Provident Oceana Beachfront Suites
Front of property – evening/night

20. Crystal Palms Beach Resort

Crystal Palms Beach Resort
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2,403 reviews)
"A lovely, quiet and clean property. Check in was easily found in detailed instructions recieved prior to our arrival. View of the Gulf from our balcony was amazing. One reason I booked this property was due to a large soaking whirpool bathtub that looked like it was in the 1 bedroom picture online but the unit did not have that, which was disappointing. We stayed 2 nights. We will definitely consider returning to this property when visiting Treasure Island."
United States
Jennifer
The price is S$180
includes taxes & fees
29 Sept - 30 Sept
Crystal Palms Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Anna Maria Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Anna Maria?

Yes, there are holiday rentals close to the most popular sights in Anna Maria, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Anna Maria. Make sure you have time to check out the waterfront while you're in the area.

How many holiday rentals are there in Anna Maria?

With 594 Expedia holiday rentals, you're guaranteed to find just the right place for your Anna Maria stay.

What can I see and do in Anna Maria?

Cultural attractions include Anna Maria Island Museum and Historical Park and Island Players, whereas Anna Maria Beach and Bean Point Beach are a couple of picturesque spots to enjoy the outdoors. While in the area, you can also visit popular places such as Lido Beach and Tampa Bay.

What are holiday rentals like in Anna Maria?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Anna Maria. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip.