Search Hotels with Connecting Rooms in Anna Maria Island

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Check availability on Anna Maria Island Hotels with Connecting Rooms

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Anna Maria Island Hotels with Connecting Rooms

Aerial view
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2.0 star property
Bradenton Beach
9.4 out of 10, Exceptional, (33)
"Beautiful room, convenient location, and excellent service! "
United States
Bianca
The price is ₹34,667
₹43,874 total
includes taxes & fees
26 Dec - 27 Dec
The Retreat at Anna Maria Island Inn
Exterior
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4.0 star property
St. Pete Beach
8.2 out of 10, Very good, (1535)
"Wonderful stay! "
United States
HOLLY
The price is ₹9,407
₹16,236 total
includes taxes & fees
16 Dec - 17 Dec
RumFish Beach at TradeWinds
Exterior
Hilton Garden Inn St. Pete Beach

Hilton Garden Inn St. Pete Beach

3.0 star property
St. Pete Beach
9.2 out of 10, Wonderful, (912)
"I had a fantastic stay at this Hilton. Clean rooms and an absolute perfect location. Would definitely stay again!"
United States
William
The price is ₹14,359
₹16,226 total
includes taxes & fees
23 Dec - 24 Dec
Hilton Garden Inn St. Pete Beach
Outdoor pool, pool cabanas (surcharge), pool umbrellas
The Saint Hotel

The Saint Hotel

2.0 star property
St. Pete Beach
9.6 out of 10, Exceptional, (487)
"Room was clean, staff was very helpfull"
United States
Donald
The price is ₹11,440
₹16,494 total
includes taxes & fees
10 Dec - 11 Dec
The Saint Hotel
Outdoor pool
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 star property
Central Sarasota
8.8 out of 10, Excellent, (1652)
"room was cleaned every day and staff were kind."
United States
Maria
The price is ₹15,027
₹19,497 total
includes taxes & fees
15 Dec - 16 Dec
Embassy Suites by Hilton Sarasota, FL
Outdoor pool, open 9 AM to 9 PM, pool loungers
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1021)
"We had a wonderful stay. The staff was amazing and we love the location and amenities! "
United States
Aaron
Siesta Key Beach Resort and Suites
Serves lunch and dinner
The Westin Sarasota

The Westin Sarasota

4.0 star property
Central Sarasota
9.0 out of 10, Wonderful, (1146)
"Very nice stay"
United States
Robert
The price is ₹21,314
₹26,319 total
includes taxes & fees
22 Dec - 23 Dec
The Westin Sarasota
Ballroom
Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection

4.0 star property
Central Sarasota
9.4 out of 10, Exceptional, (1001)
"Nice hotel"
United States
Miguel
The price is ₹18,604
₹23,866 total
includes taxes & fees
17 Dec - 18 Dec
Art Ovation Hotel, Autograph Collection
Outdoor pool
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4.0 star property
Downtown St. Petersburg
7.8 out of 10, Good, (1001)
"Great staff, great rooms. "
United States
Adenike
The price is ₹8,445
₹9,543 total
includes taxes & fees
28 Dec - 29 Dec
Hilton St. Petersburg Bayfront
On the beach, beach cabanas, beach volleyball, 2 beach bars
Sirata St. Pete Beach

Sirata St. Pete Beach

3.0 star property
St. Pete Beach
7.4 out of 10, Good, (2457)
"Very nice stay"
United States
Debbie
The price is ₹16,973
₹23,257 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sirata St. Pete Beach
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 Island Hotel Reviews

Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

10/10 Excellent
"Staff here are super friendly and eager to help. Room was immaculate and beach with full amenities right across the street. Beach massage and all kinds of water sports available. Beach chairs waiting for you on the beach. Just hring yourself. "
Richard 1-night trip
Posted 3 days ago
Silver Surf Gulf Beach Resort
Bridgewalk Resort

Bridgewalk Resort

10/10 Excellent
"Clean and great location "
Robin 2-night trip
Posted 5 days ago
Bridgewalk Resort

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Frequently asked questions

What are the best hotels with connecting rooms in Anna Maria Island?
Glide straight into holiday mode and make the most of the extra space in one of Anna Maria Island's multiple hotels with connecting rooms. With a total average guest review rating of 8.7, there's something here for everyone's budget and taste. Many visitors to Bradenton Beach enjoy staying at Bridgewalk A Landmark Resort, a 3.5-star option with connecting rooms, al fresco dining and an ocean view. Another top choice in this popular city is TownePlace Suites by Marriott Sarasota Bradenton West. This 2.5-star escape comes with a barbecue grill and a terrace.
Why book your hotel with connecting rooms in Anna Maria Island with Expedia?
Booking a hotel with connecting rooms in Anna Maria Island is as simple as working out your travel dates and selecting an option that meets your requirements. Looking for something upscale or budget friendly, or a stay that also offers a pool? Use Expedia's search filters to narrow your results even further and find the perfect pad.
How can I find cheap hotels with connecting rooms in Anna Maria Island?
A great way to get cheap hotels with connecting rooms in Anna Maria Island is with Expedia's user-friendly filter tool. Narrow down your search by budget, star rating and amenities to access unbeatable bargains with only a few clicks.