Estia Villas - Vacation Rentals in Anna Maria Island
Villa
10.0
(
20 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1858 ft²
-
Oceanfront -
Hot Tub -
Parking -
Pool
US $805
/Night
7 Nights - $5,636
House
5.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
1151.74 ft²
-
Parking
-
Pool
-
Kitchen -
Internet
US $294
/Night
7 Nights - $2,058
Villa
1 Bedroom
1 Bathroom
-
Oceanfront
-
Ocean View -
View -
Kitchen
US $239
/Night
7 Nights - $1,673
Villa
10.0
(
14 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Private Pool -
Oceanfront
-
Parking
-
Pool
US $403
/Night
7 Nights - $2,821
Villa
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
900 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $515
/Night
7 Nights - $3,602
Villa
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2500 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $583
/Night
7 Nights - $4,081
Villa
10.0
(
1 Review
)
5 Bedrooms
4 Bathrooms
10 Guests
3338 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $1,109
/Night
7 Nights - $7,761
New
Villa
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
1610 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $420
/Night
7 Nights - $2,938
See More Anna Maria Island Vacation Rentals
Luxury Places to Stay in Anna Maria Island
Over 5971+
Luxury Places to Stay in or Near Anna Maria Island
House
5 Bedrooms
3 Bathrooms
12 Guests
2258 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
Unlock the Best Price
House
10.0
(
64 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $8,594
/Night
7 Nights - $60,156
US $5,632
/Night
7 Nights - $39,421
House
10.0
(
1 Review
)
8 Bedrooms
7 Bathrooms
16 Guests
2432.64 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $5,627
/Night
7 Nights - $39,389
House
9.5
(
4 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
2002.09 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $5,326
/Night
7 Nights - $37,285
House
1 Bedroom
5 Bathrooms
8 Guests
3218.41 ft²
-
Oceanfront
-
Hot Tub
-
Breakfast -
Parking
US $4,757
/Night
7 Nights - $33,300
US $4,401
/Night
7 Nights - $30,807
House
6 Bedrooms
5 Bathrooms
18 Guests
4499.31 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $4,063
/Night
7 Nights - $28,443
Find More Anna Maria Island Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Anna Maria Island
Over 4628+
Top-Rated Vacation Rentals with a Pool in or Near Anna Maria Island
House
10.0
(
291 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $404
/Night
7 Nights - $2,828
Condo
10.0
(
203 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $291
/Night
7 Nights - $2,037
House
10.0
(
202 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
2450 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $800
/Night
7 Nights - $5,602
House
10.0
(
198 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $401
/Night
7 Nights - $2,809
House
10.0
(
197 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1200 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $439
/Night
7 Nights - $3,070
Condo
10.0
(
187 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
660 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $744
/Night
7 Nights - $5,206
Apartment
10.0
(
174 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $318
/Night
7 Nights - $2,225
Condo
10.0
(
168 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1079 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $364
/Night
7 Nights - $2,545
Pet-Friendly Vacation Rentals in Anna Maria Island
Over 1700+
Pet-Friendly Vacation Rentals in or Near Anna Maria Island
House
10.0
(
31 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
1697 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $482
/Night
7 Nights - $3,371
House
10.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
6 Guests
3756.6 ft²
-
Pool
-
Kitchen
-
Pet Friendly -
Child Friendly
US $1,079
/Night
7 Nights - $7,553
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $222
/Night
7 Nights - $1,554
Cottage
9.8
(
325 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
800 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $317
/Night
7 Nights - $2,220
House
9.6
(
214 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2200 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $777
/Night
7 Nights - $5,440
Condo
9.4
(
42 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
400 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $625
/Night
7 Nights - $4,377
House
9.6
(
52 Reviews
)
5 Bedrooms
5 Bathrooms
12 Guests
2830 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $1,267
/Night
7 Nights - $8,871
House
10.0
(
59 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
3538 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $470
/Night
7 Nights - $3,292
See More Pet-Friendly Vacation Rentals in Anna Maria Island on PetFriendly.io
Large Vacation Homes & Villas in Anna Maria Island
Over 935+
Large Vacation Homes & Villas in or Near Anna Maria Island
House
10.0
(
1 Review
)
8 Bedrooms
7 Bathrooms
16 Guests
3046.19 ft²
-
Pool
-
Kitchen
-
Pet Friendly
-
Child Friendly
US $525
/Night
7 Nights - $3,675
House
9.8
(
121 Reviews
)
6 Bedrooms
4 Bathrooms
12 Guests
2175 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $760
/Night
7 Nights - $5,321
Villa
1 Bedroom
1 Bathroom
-
Oceanfront
-
Ocean View
-
View
-
Kitchen
US $222
/Night
7 Nights - $1,554
House
9.4
(
35 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
2350 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $492
/Night
7 Nights - $3,445
House
10.0
(
155 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
2832 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $1,029
/Night
7 Nights - $7,201
House
9.8
(
59 Reviews
)
5 Bedrooms
5 Bathrooms
15 Guests
3000 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $1,229
/Night
7 Nights - $8,601
House
9.8
(
56 Reviews
)
6 Bedrooms
5 Bathrooms
18 Guests
4000 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $1,459
/Night
7 Nights - $10,213
New
House
9.8
(
33 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
2955 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $923
/Night
7 Nights - $6,463
See More Family Vacation Rentals in Anna Maria Island on FVR
Wheelchair Accessible Vacation Homes in Anna Maria Island
Over 698+
Wheelchair Accessible Vacation Homes in or Near Anna Maria Island
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
8 Guests
2260.42 ft²
-
Parking
-
Pool
-
Ocean View
-
View
US $445
/Night
7 Nights - $3,115
House
10.0
(
33 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1525 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $437
/Night
7 Nights - $3,056
Condo
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $222
/Night
7 Nights - $1,554
House
9.8
(
227 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2400 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $799
/Night
7 Nights - $5,592
Condo
9.8
(
126 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $483
/Night
7 Nights - $3,384
Cottage
9.6
(
129 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1100 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $646
/Night
7 Nights - $4,521
House
9.6
(
59 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1258 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $370
/Night
7 Nights - $2,591
House
10.0
(
71 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
3200 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $910
/Night
7 Nights - $6,368
Anna Maria Island Vacation Rentals and Airbnb Places to Stay Under $200
Over 328+
Anna Maria Island Vacation Rentals and Airbnb Places to Stay Under $200
US $146
/Night
7 Nights - $1,022
Condo
9.0
(
19 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1000 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $200
/Night
7 Nights - $1,400
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $134
/Night
7 Nights - $938
Condo
9.6
(
18 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1000 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $186
/Night
7 Nights - $1,299
Condo
9.4
(
22 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
912 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $175
/Night
7 Nights - $1,225
Condo
8.0
(
16 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1000 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $162
/Night
7 Nights - $1,133
House
9.0
(
17 Reviews
)
1 Bedroom
2 Bathrooms
6 Guests
2000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $197
/Night
7 Nights - $1,377
House
9.4
(
63 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $175
/Night
7 Nights - $1,225
Instantly Bookable Vacation Homes in Anna Maria Island
Over 4293+
Instantly Bookable Vacation Homes in or Near Anna Maria Island
House
10.0
(
163 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
700 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $323
/Night
7 Nights - $2,259
House
10.0
(
20 Reviews
)
4 Bedrooms
5 Bathrooms
8 Guests
2000 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $1,504
/Night
7 Nights - $10,529
House
10.0
(
148 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
749 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $577
/Night
7 Nights - $4,040
House
10.0
(
115 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
2737 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $1,312
/Night
7 Nights - $9,186
Condo
10.0
(
77 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1395 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $323
/Night
7 Nights - $2,263
House
9.8
(
104 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2850 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $1,012
/Night
7 Nights - $7,082
Condo
9.8
(
90 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
700 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $270
/Night
7 Nights - $1,893
Condo
9.8
(
88 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
400 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $476
/Night
7 Nights - $3,332
About Anna Maria Island Vacation Rentals
With more than 159 Anna Maria Island 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 Island.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Anna Maria Island, 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 Island. Places to stay near Anna Maria Island are 1016.37 ft² on average, with prices averaging US $600 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Anna Maria Island with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Anna Maria Island
| Type | Count |
|---|---|
| Villas | 139 |
| Vacation Homes | 16 |
| Holiday Apartments | 2 |
| Hotels | 2 |
Use these Quick Filters to Find a Vacation Rental in Anna Maria Island
★ 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 Island.
Weather in Anna Maria Island
View the weather forecast for Anna Maria Island before booking your Anna Maria Island Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Anna Maria Island Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Anna Maria Island?
There are a lot of options in Anna Maria Island. If you plan on staying in the Anna Maria Island 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 Island:
- Northshore Beach House near Pine Ave, north end of Anna Maria Island
- Steps to Beach - Bean Point Residence Unit A by SeaBreeze Vacation
- Sea You Soon AMI Designer Villa, Holmes Beach, Walk to the Beach!
- Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞
- NEW!~ Beach Front/Heated Pool! Coconuts 107
- Pelican Villa
- Luxury Villa · Heated Saltwater Pool & Spa · Steps to Beach
- Cozy 'Day' Side Cottage with Heated Pool Pet Friendly No size restrictions
- Island Life Villa | 5 Bed, Waterfront, Private Pool with Boat Dock
- Sand Dollar Beach Side Villa
How many vacation rentals have private pools in Anna Maria Island?
There are 2291 vacation rentals with private pools near Anna Maria Island. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Anna Maria Island are best for families?
If you are looking for a family-friendly vacation home in Anna Maria Island, 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 Island:
How many vacation rentals are available in Anna Maria Island?
Currently, the total number of properties listed in 2026 is over 159 in the Anna Maria Island area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Anna Maria Island.
