Anna Maria Island Vacation Rentals can help you find the best Anna Maria Island hotels and meet your specific lodging needs. Save time finding the best deals using our unique "Inquire Now" service which allows you to compare multiple offers from owners of Anna Maria Island motels and hotels. Whether you are planning a family vacation or business trip, we can help you find the best Anna Maria Island luxury hotels, Anna Maria Island discount hotels in Florida. Many of our inventory show negotiated rates for your favorite Anna Maria Island luxury hotel or Anna Maria Island discount hotel, and Anna Maria Island motel. Once you find the best Anna Maria Island hotel, you can use the "Book Online" button (when available) or the "Send Inquiry" to contact the owner and make your reservation in Anna Maria Island or Florida.

Enter your travel dates and number of people traveling (sleeps) and use one of the following search options:

  1. Inquire on ALL Vacation Rentals in Anna Maria Island. Click "Inquire Now" (Fastest Option - Receive the most Offers)
  2. Inquire on Selected Vacation Rentals in Anna Maria Island. Click "Check to inquire", then click "Inquire Now" (Time-Saving Option - Receive Offers from Selected Properties)
  3. Inquire only on a Specific Anna Maria Island Vacation Rental (Take the time to review each property - Receive an offer on the Property you like)
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.

ID: 5458
Four Beach Lovers all units - gulf front  - Vacation Rental in Holmes Beach
4 Bedrooms
Sleeps 16
Welcome to the four beach lovers (formerly dawg daze). Located at 2908 avenue e in holmes beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. each ...Read Full Description
ID: 5458
Alamanda Villa - 6 gulf front units with heated po - Vacation Rental in Holmes Beach
1 Bedrooms
Sleeps 4
Alamanda villas is a totally renovated complex directly on the white sandy beaches of anna maria island. These one bedroom, one bath room units have been decorated in beautiful tropical colors and fea ...Read Full Description
ID: 8628
Anna Maria Island Accommodations - Vacation Rental in Anna Maria Island
4 Bedrooms
Sleeps 8
Vacations in florida start on anna maria island, a 7 mile long and 1 mile wide barrier island with the old florida feel. We offer a huge selection of beautiful anna maria island private homes, condos, ...Read Full Description
ID: 5458
Gulf Sound All Units - Triplex with heated pool - Vacation Rental in Anna Maria Island
5 Bedrooms
Sleeps 10
Gulf sound is a gulf side, ground level tri-plex located at 2814 gulf drive in the southern end of holmes beach. This five bedroom, three bath property is fully equipped with everything you need for y ...Read Full Description
ID: 40850
A White Sands Beach Resort Gulf Front - Hotel in Anna Maria Island
From USD135 nt
21 Bedrooms
Sleeps 6
White sands beach resort is gulf and beach front with a heated pool. Located on beautiful anna maria island in the city of holmes beach. we offer 1 and 2 bedroom holmes beach vacation apartments, cott ...Read Full Description
ID: 5458
Sunset Terrace - 5 Gulf front condos with pool - Vacation Rental in Anna Maria Island
From USD265 nt
2 Bedrooms
Sleeps 6
Beautifully furnished 1 and 2 bedroom units located directly on the gulf of mexico with stunning views of the emerald waters and the white, sandy beaches. Heated pool and screened lanais overlooking t ...Read Full Description
ID: 91786
Anna Maria Island Inn  - Vacation Rental in Anna Maria Island
From USD119 nt
2 Bedrooms
Sleeps 6
We are anna maria island inn (formerly: sand pebble inn.) a beachfront resort of 14 charming apartment units on the beautiful white sand of anna maria island, florida. We are located in the heart of a ...Read Full Description
ID: 77648
Tiffany Place Condo  Jan and Feb of 2018 available - Vacation Rental in Anna Maria Island
From USD159 nt
2 Bedrooms
Sleeps 5
Tiffany place condo is the most sought after condo rental for the last 30 years. Sitting right on the sand, the view is spectacular! the pool is on the gulf unlike most places. you get the best! priva ...Read Full Description
ID: 304140
Runaway Bay Condo - Vacation Rental in Bradenton Beach
2 Bedrooms
Sleeps 5
Runaway bay is a lovely bradenton beach vacation rental resort on beautiful grounds between the gulf of mexico and sarasota bay. Our particular bradenton beach vacation rental condo was recently total ...Read Full Description
ID: 8617
Anna Maria Nantucket Beach Home - Vacation Rental in Anna Maria Island
From USD200 nt
4 Bedrooms
Sleeps 10
3 story 'nantucket' style - 4 bedroom/ 3 bath anna maria island vacation villa is just a short walk to the beach! this anna maria island villa is nestled in a tropical setting, totally remodeled and p ...Read Full Description
ID: 82833
Alecassandra Vacation Villas On Anna Maria Island - Vacation Rental in Anna Maria Island
From USD1500 wk
4 Bedrooms
Sleeps 12
The alecassandra vacation villas are a small 5 villa resort accommodation on anna maria island and is individually owned by nick and vicki zec. Our villas are an ideal choice for family reunions, wedd ...Read Full Description
ID: 5458
Seagrass Flats - 4 units just steps to the beach - Vacation Rental in Anna Maria Island
From USD156.3 nt
2 Bedrooms
Sleeps 6
Seagrass flats condo #1 is a ground level, poolside unit located at 101 25th street north in bradenton beach. It is a four unit complex located near one of the widest beaches on the island and feature ...Read Full Description
ID: 8623
A G Casa Marina Beach Resort - Vacation Rental in Anna Maria Island
From USD1450 wk
4 Bedrooms
Sleeps 11
Anna maria island beachfront anna maria island condos, completely remodeled with full kitchen and all the amenities. Most anna maria island units have direct gulf views and shaded deck areas. 1, 2, 3, ...Read Full Description
ID: 4009
******BIRD'S NEST APARTMENTS****** 3 Units - Vacation Rental in Anna Maria Island
From USD296 nt
2 Bedrooms
Sleeps 4
On anna maria island, the bird's nest accommodations is a vacation rental complex arranged on two elevated levels with open views of bradenton beach, private carport, a nice garden with access to barb ...Read Full Description
ID: 195791
Florida Vacations, Anna Maria Island Beach Rentals - Vacation Rental in Anna Maria Island
2 Bedrooms
Sleeps 6
This luxurious anna maria island vacation rentals beach condo is an immaculate 2 bedroom, 2 bathroom, first floor condo surrounded by four tropical bodies of water with the gulf of mexico to the west, ...Read Full Description
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.

Smart Search

Lodging Types:
- Hotels Remove Hotels
- Vacation Rentals Remove Vacation Rentals

remove all
*Traveling Dates:

Flexible Dates
1+ (23)
3+ (23)
6+ (17)
11+ (4)

(vacation rentals only)
1 (1)
2 (10)
3 (3)
4+ (13)

Vacation Rental Types:
Apartment (5)
Home (3)

Lodging Types:
Bed and Breakfasts (29)

Location Attributes:
Near beach (10)
Waterfront (5)
Near water (2)

Cable/Satellite TV (20)
Air Conditioning (19)
Full Kitchen (20)
Coffee Maker (20)
Utensils (20)
Refrigerator (20)

Things To Do:
Fishing (18)
Shopping (17)
Golf (19)
Boating (19)
Sailing (19)
Swimming (18)

Special Features:
Children Welcome (29)
Smoking Permitted (11)
Pet friendly (19)
Handicap accesibility (15)

Search ONLY:
Bradenton Beach
Holmes Beach

Add these vicinities to my search:
Note: Use Search Destination box (above) to browse listings in these vicinities.
Bradenton Beach (6)
Bradenton (21)
Ellenton (4)
Longboat Key (14)
Sarasota (43)
St Pete Beach (19)
Gulfport (20)
Siesta Key (48)

Max Budget per Night: