Estia Villas - Vacation Rentals in Anna Maria
8.0
(
6 Reviews
)
10 Bedrooms
7 Bathrooms
28 Guests
957.98 ft²
-
Pool -
Pet Friendly -
Kitchen -
Parking
US $225
/Night
7 Nights - $1,575
Villa
10.0
(
124 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
749 ft²
-
Oceanfront -
Fireplace/Heating -
Ocean View -
Balcony/Terrace
US $386
/Night
7 Nights - $2,703
1.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Private Pool -
Pool
-
Pet Friendly
-
Kitchen
US $698
/Night
7 Nights - $4,886
Villa
10.0
(
14 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1858 ft²
-
Oceanfront
-
Hot Tub -
Fireplace/Heating
-
Pool
US $675
/Night
7 Nights - $4,726
Villa
10.0
(
12 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
966 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $407
/Night
7 Nights - $2,846
Villa
9.6
(
76 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Oceanfront
-
Fireplace/Heating
-
Pool
-
Ocean View
US $541
/Night
7 Nights - $3,787
Villa
9.6
(
56 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
700 ft²
-
Oceanfront
-
Fireplace/Heating
-
Pool
-
Ocean View
US $473
/Night
7 Nights - $3,310
Villa
9.6
(
42 Reviews
)
1 Bedroom
2 Bathrooms
6 Guests
1000 ft²
-
Oceanfront
-
Fireplace/Heating
-
Pool
-
Ocean View
US $397
/Night
7 Nights - $2,781
See More Anna Maria Vacation Rentals
Luxury Places to Stay in Anna Maria
Over 1597+
Luxury Places to Stay in or Near Anna Maria
Resort
8 Bathrooms
30 Guests
-
Kitchen
-
Air Conditioner -
Internet -
Child Friendly
US $6,197
/Night
7 Nights - $43,377
House
10.0
(
63 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $5,766
/Night
7 Nights - $40,361
9.5
(
4 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
2002.09 ft²
-
Oceanfront
-
Ocean View
-
View -
Parking
US $5,326
/Night
7 Nights - $37,285
1 Bedroom
5 Bathrooms
8 Guests
3218.41 ft²
-
Oceanfront
-
Hot Tub
-
Spa -
Fireplace/Heating
US $4,757
/Night
7 Nights - $33,300
House
10.0
(
4 Reviews
)
8 Bedrooms
8 Bathrooms
16 Guests
-
Fireplace/Heating
-
Air Conditioner
-
Internet
-
Child Friendly
US $3,913
/Night
7 Nights - $27,388
1 Bedroom
8 Bathrooms
16 Guests
6802.79 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $3,569
/Night
7 Nights - $24,983
5 Bedrooms
5 Bathrooms
12 Guests
2830.91 ft²
-
Hot Tub
-
Fireplace/Heating
-
Pool
-
View
US $3,566
/Night
7 Nights - $24,964
House
1 Bedroom
5 Bathrooms
8 Guests
-
Fireplace/Heating
-
Pool
-
Parking
-
Internet
US $3,284
/Night
7 Nights - $22,988
See More Anna Maria Luxury Vacation Rentals
Find More Anna Maria Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Anna Maria
Over 1267+
Top-Rated Vacation Rentals with a Pool in or Near Anna Maria
House
10.0
(
200 Reviews
)
4 Bedrooms
1 Bathroom
8 Guests
2800 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $360
/Night
7 Nights - $2,518
House
10.0
(
146 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
749 ft²
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $483
/Night
7 Nights - $3,382
House
10.0
(
138 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $432
/Night
7 Nights - $3,026
Cottage
10.0
(
133 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
943 ft²
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $505
/Night
7 Nights - $3,538
House
10.0
(
125 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1200 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Ocean View
US $496
/Night
7 Nights - $3,472
House
10.0
(
118 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
850 ft²
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $412
/Night
7 Nights - $2,887
House
10.0
(
114 Reviews
)
5 Bedrooms
5 Bathrooms
14 Guests
-
Private Pool
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $1,674
/Night
7 Nights - $11,718
House
10.0
(
104 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1500 ft²
-
Private Pool
-
Oceanfront
-
Pool
-
Ocean View
US $633
/Night
7 Nights - $4,432
Pet-Friendly Vacation Rentals in Anna Maria
Over 510+
Pet-Friendly Vacation Rentals in or Near Anna Maria
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
9 Guests
3282.99 ft²
-
Pool
-
Pet Friendly
-
Kitchen
-
Child Friendly
US $355
/Night
7 Nights - $2,485
House
9.8
(
33 Reviews
)
5 Bedrooms
4 Bathrooms
13 Guests
2811 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $1,223
/Night
7 Nights - $8,562
House
10.0
(
20 Reviews
)
4 Bedrooms
5 Bathrooms
8 Guests
2000 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Ocean View
US $1,504
/Night
7 Nights - $10,529
House
9.6
(
201 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2200 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Ocean View
US $1,538
/Night
7 Nights - $10,767
House
9.6
(
49 Reviews
)
5 Bedrooms
5 Bathrooms
12 Guests
2830 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $1,235
/Night
7 Nights - $8,647
Apartment
10.0
(
47 Reviews
)
1 Bedroom
6 Bathrooms
8 Guests
3100 ft²
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $2,309
/Night
7 Nights - $16,163
House
9.8
(
89 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $367
/Night
7 Nights - $2,569
House
9.8
(
30 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
2955 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $905
/Night
7 Nights - $6,335
See More Pet-Friendly Vacation Rentals in Anna Maria on PetFriendly.io
Large Vacation Homes & Villas in Anna Maria
Over 318+
Large Vacation Homes & Villas in or Near Anna Maria
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
10 Guests
1302.43 ft²
-
Pool
-
Ocean View
-
View
-
Pet Friendly
US $325
/Night
7 Nights - $2,275
House
9.6
(
40 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
2600 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $842
/Night
7 Nights - $5,897
House
8.8
(
30 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
2310 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $2,468
/Night
7 Nights - $17,275
House
9.6
(
53 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
4200 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $834
/Night
7 Nights - $5,836
House
9.0
(
72 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
3400 ft²
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $1,134
/Night
7 Nights - $7,940
House
10.0
(
46 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
3126 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $528
/Night
7 Nights - $3,693
House
10.0
(
39 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2965 ft²
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $742
/Night
7 Nights - $5,193
House
10.0
(
36 Reviews
)
5 Bedrooms
5 Bathrooms
8 Guests
2582 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $2,954
/Night
7 Nights - $20,679
See More Family Vacation Rentals in Anna Maria on FVR
Wheelchair Accessible Vacation Homes in Anna Maria
Over 190+
Wheelchair Accessible Vacation Homes in or Near Anna Maria
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
8 Guests
2260.42 ft²
-
Pool
-
Ocean View
-
View
-
Kitchen
US $445
/Night
7 Nights - $3,115
House
9.8
(
218 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2400 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $813
/Night
7 Nights - $5,690
House
9.6
(
40 Reviews
)
4 Bedrooms
5 Bathrooms
8 Guests
2600 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $1,814
/Night
7 Nights - $12,701
Cottage
9.6
(
126 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1100 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $739
/Night
7 Nights - $5,173
House
10.0
(
91 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
2165 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $971
/Night
7 Nights - $6,799
House
10.0
(
74 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
2825 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $1,084
/Night
7 Nights - $7,590
House
10.0
(
45 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $1,528
/Night
7 Nights - $10,698
House
10.0
(
39 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
3874 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $1,316
/Night
7 Nights - $9,213
Anna Maria Vacation Rentals and Airbnb Places to Stay Under $200
Over 20+
Anna Maria Vacation Rentals and Airbnb Places to Stay Under $200
7.9
(
11 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
828.82 ft²
-
Oceanfront
-
Ocean View
-
View
-
Parking
US $132
/Night
7 Nights - $924
Condo
9.2
(
104 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
525 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $198
/Night
7 Nights - $1,383
4.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Pet Friendly
-
Kitchen
-
Air Conditioner
-
Internet
US $166
/Night
7 Nights - $1,162
Condo
10.0
(
38 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
825 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $195
/Night
7 Nights - $1,368
Condo
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
525 ft²
-
Oceanfront
-
Fireplace/Heating
-
Pool
-
Ocean View
US $108
/Night
7 Nights - $756
Apartment
9.2
(
36 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
487 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $165
/Night
7 Nights - $1,155
House
2 Bedrooms
2 Bathrooms
6 Guests
937 ft²
-
Oceanfront
-
Ocean View
-
View
-
Pet Friendly
US $143
/Night
7 Nights - $1,001
Condo
10.0
(
39 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
880 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $190
/Night
7 Nights - $1,329
See More Anna Maria Vacation Rental Deals
Instantly Bookable Vacation Homes in Anna Maria
Over 1062+
Instantly Bookable Vacation Homes in or Near Anna Maria
House
9.8
(
99 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2850 ft²
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $1,034
/Night
7 Nights - $7,237
House
10.0
(
9 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2340 ft²
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $1,014
/Night
7 Nights - $7,101
House
9.8
(
80 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
925 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $409
/Night
7 Nights - $2,864
House
9.8
(
88 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2368 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $599
/Night
7 Nights - $4,192
House
9.8
(
33 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $1,106
/Night
7 Nights - $7,739
House
9.2
(
38 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Private Pool
-
Oceanfront
-
Fireplace/Heating
-
Pool
US $415
/Night
7 Nights - $2,902
House
9.2
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
5 Guests
1415 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $586
/Night
7 Nights - $4,102
House
9.6
(
85 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $359
/Night
7 Nights - $2,514
About Anna Maria Vacation Rentals
With more than 41 Anna Maria vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Anna Maria.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Anna Maria, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Anna Maria. Places to stay near Anna Maria are 794.66 ft² on average, with prices averaging US $737 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Anna Maria with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Use these Quick Filters to Find a Vacation Rental in Anna Maria
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Anna Maria.
Weather in Anna Maria
View the weather forecast for Anna Maria before booking your Anna Maria Vacation Rentals to confirm your best time to go.
December - February
High 75°F Low 58°F
March - May
High 86°F Low 61°F
June - August
High 91°F Low 76°F
September - November
High 89°F Low 63°F
Top Attractions Around Anna Maria, FL
Estiavillas offers a large selection of top attractions around Anna Maria. Research things to do on your vacation before you visit Anna Maria.
Anna Maria Beach
Bayfront Park
Island Players
Anna Maria Island Museum and Historical Park
Anna Maria City Pier
Historic Green Village
AMI Outfitters Coastal Gear & Apparel
Lido Beach
John's Pass Village & Boardwalk
Tropicana Field
Salvador Dali Museum
St. Armands Circle
IMG Academy
Vinoy Park
Fort De Soto Park
Coquina Beach
Eckerd College
Sarasota Jungle Gardens
Mote Marine Laboratory & Aquarium
Sarasota Memorial Hospital
Other Places to Stay Near Anna Maria, FL
Complexes around Anna Maria, FL
Anna Maria Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Anna Maria?
There are a lot of options in Anna Maria. If you plan on staying in the Anna Maria area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Anna Maria:
- MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
- Steps to Beach - Bean Point Residence Unit A by SeaBreeze Vacation
- Steps to Beach - Bean Point Residence Unit B by SeaBreeze Vacation
- Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
- Resort-Style Pool Steps from the Bay and Pine Ave!
- Beautiful Bungalow with Pool and Bay Views!
- Bayfront Bliss! Pool, BBQ and Dolphin Views!
- Approx 40 steps to beach entrance of Anna Maria beach
- Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
- Villa Rozafa Cozy,spacious,walking distance from downtown white sandy beach.
How many vacation rentals have private pools in Anna Maria?
There are 871 vacation rentals with private pools near Anna Maria. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Anna Maria are best for families?
If you are looking for a family-friendly vacation home in Anna Maria, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Anna Maria:
How many vacation rentals are available in Anna Maria?
Currently, the total number of properties listed in 2026 is over 41 in the Anna Maria area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Anna Maria.
