Anna Maria Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Anna Maria vacation rentals

Aerial view
Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3414)
"The location is EXCELLENT, the staff was welcoming and accommodating, and our room had everything we needed to fulfill our goal of being beach bums and mermaids... We can't wait to come back!"
United States
Jaimie
The price is ₩229,870
₩301,555 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sunset Vistas Two Bedroom Beachfront Suites
Presidential Suite, 3 Bedrooms, Bay View | Water view
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1107)
"Clean and spacious"
United States
April
The price is ₩254,137
₩337,336 total
includes taxes & fees
Dec 25 - Dec 26
FUSION Resort Waterfront Suites
Outdoor dining
Mint House St. Petersburg - Downtown

Mint House St. Petersburg - Downtown

Mint House St. Petersburg - Downtown
4.5 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (697)
"Very clean, conveniently located, and friendly staff."
United States
Carolyn
The price is ₩198,427
₩224,223 total
includes taxes & fees
Dec 28 - Dec 29
Mint House St. Petersburg - Downtown
Exterior
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (334)
"Fabulous stay! Super clean!"
United States
Sarah
The price is ₩399,231
₩505,267 total
includes taxes & fees
Dec 25 - Dec 26
Pelican Post at Anna Maria Island Inn
Beach nearby, white sand, sun loungers, beach towels
Haley's at The Anna Maria Island Inn

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, (403)
"Beautiful location. Walking distance to beach. "
United States
Maria
The price is ₩250,818
₩317,435 total
includes taxes & fees
Dec 25 - Dec 26
Haley's at The Anna Maria Island Inn
Poolside bar
Beach House Suites by the Don CeSar

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, (1033)
"Great hotel "
United States
sandra
Beach House Suites by the Don CeSar
Sundeck
Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (611)
"I believe the pool area the Jacuzzi should be open at least till 9:00 or 10:00 p.m."
United States
GARY
The price is ₩249,106
₩314,931 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Provident Oceana Beachfront Suites
Aerial view
Westwinds Waterfront Resort

Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (693)
"AWESOME location! Right on the bay and 25 steps to the Gulf! 2 minute walk to Publix; 3 minute walk to Walgreens. 1.5 block to a Treasure Island Beach, where there was a sand castle festival for 3 days. "
United States
susan
Westwinds Waterfront Resort
Premier Two Queen Beds Studio - Gulf Front | View from room
Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult
3.0 star property
Madeira Beach
9.2 out of 10, Wonderful, (1437)
"We loved this place! Great staff, clean room & supplied us with anything we needed including towels fro the pool. "
United States
Mark
The price is ₩319,613
₩361,163 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Shoreline Island Resort - Exclusively Adult
Front of property - evening/night
Crystal Palms Beach Resort

Crystal Palms Beach Resort

Crystal Palms Beach Resort
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2361)
"Unit size was very nice and the linens were good quality. "
United States
Pamela
The price is ₩191,398
₩241,360 total
includes taxes & fees
Dec 25 - Dec 26
Crystal Palms Beach Resort
Premium bedding, pillowtop beds, free WiFi, bed sheets
Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (61)
"Very great stay will stay again "
United States
Joseph
The price is ₩443,754
₩561,617 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Seabreeze at Anna Maria Island Inn
On the beach
Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (854)
"Room was clean and the front desk was very nice. We would definitely stay here again!"
United States
Rebecca
The price is ₩275,814
₩591,971 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Surf Beach Treasure Island Resort
Exterior
John's Pass Hotel

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (277)
"Great location, staff and room"
United States
Saori
John's Pass Hotel
Front of property - evening/night
South Beach Oceanfront Resort

South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1123)
"Great place to stay!"
United States
Angela
The price is ₩240,228
₩480,857 total
includes taxes & fees
Jan 4 - Jan 5, 2026
South Beach Oceanfront Resort
Beach nearby, white sand, beach umbrellas, beach towels
Palm Tree Villas

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (172)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveler
Palm Tree Villas
2 restaurants, lunch, dinner served; seafood
Bridgewalk Resort

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (767)
"Great stay!"
United States
Sufyan
The price is ₩378,209
₩427,376 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Bridgewalk Resort
Private kitchen
Coastal Comfort 2BR Getaway St Pete

Coastal Comfort 2BR Getaway St Pete

Coastal Comfort 2BR Getaway St Pete
2.0 star property
Childs Park
The price is ₩185,109
₩357,142 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Coastal Comfort 2BR Getaway St Pete
Exterior
Alamanda Villas

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
10.0 out of 10, Exceptional, (3)
"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."
United States
Traci
The price is ₩338,849
₩680,465 total
includes taxes & fees
Dec 25 - Dec 26
Alamanda Villas
Apartment (2 Bedrooms) | Interior
Top-floor Sunset Vistas Condo: Ocean-view Balcony!

Top-floor Sunset Vistas Condo: Ocean-view Balcony!

Top-floor Sunset Vistas Condo: Ocean-view Balcony!
3.5 star property
Sunshine Beach
The price is ₩318,133
₩747,939 total
includes taxes & fees
Dec 27 - Dec 28
Top-floor Sunset Vistas Condo: Ocean-view Balcony!
Exterior
Voyager Beach Club

Voyager Beach Club

Voyager Beach Club
2.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (108)
"We had a wonderful stay"
United States
Diane
Voyager Beach Club
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anna Maria Hotel Reviews

Find out more about Anna Maria

Search for Vacation rentals in Anna Maria on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Anna Maria using one of the methods below:

  • View our selection of featured Vacation rentals in Anna Maria
  • Use the map to find apartments and other Vacation homes in the Anna Maria neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Anna Maria while they last

Look no further and take a look at our great range of rental properties in Anna Maria!

Frequently asked questions

Can I find a vacation rental in Anna Maria?

Yes, we give you a choice of vacation rentals close to top points of interest in Anna Maria, or you can go with 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 vacation rentals are there in Anna Maria?

With 500 Expedia vacation rentals, you're sure 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 like Lido Beach and Tampa Bay.

What are vacation rentals like in Anna Maria?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Anna Maria. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.