Anna Maria Island, FL Pier

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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Anna Maria Island guest houses

Property grounds

With Oasis Shared Backyard

With Oasis Shared Backyard
Lake Maggiore Shore
8.2 out of 10, Very good, (36 reviews)
"Just stayed onenight. Will stay again"
United States
Glen V.
The price is £115
includes taxes & fees
24 Jun - 25 Jun
With Oasis Shared Backyard
Beach

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (134 reviews)
"Great communication. Walking distance too many restaurants and attractions in Downtown Sarasota. Quiet neighbor and lovely accommodations."
United States
Louise
The price is £140
includes taxes & fees
23 Jun - 24 Jun
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Beach nearby, sun-loungers, beach towels

Close to Siesta Key beach with a hot tub and a large garden

Close to Siesta Key beach with a hot tub and a large garden
Sarasota
9.8 out of 10, Exceptional, (130 reviews)
"We loved our stay here!! The place was clean and comfortable. Definitely coming back! "
United States
Cresta Blanca
The price is £186
includes taxes & fees
26 Jun - 27 Jun
Close to Siesta Key beach with a hot tub and a large garden
Terrace/patio

Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
8.6 out of 10, Excellent, (20 reviews)
"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "
United States
Scott E.
The price is £272
includes taxes & fees
29 Jun - 30 Jun
Siesta key Guest House 5 star on the water Private
Outdoor dining

Tree Top Getaway- Sleeps 4

Tree Top Getaway- Sleeps 4
Gulfport
9.0 out of 10, Wonderful, (8 reviews)
"Fun little property for a weekend getaway!"
United States
Charlotte C.
The price is £174
includes taxes & fees
23 Jun - 24 Jun
Tree Top Getaway- Sleeps 4
Beach nearby

A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
Pass-a-Grille
9.4 out of 10, Exceptional, (15 reviews)
"Beautiful apartment. Very clean and well appointed. Easy check in. Perfect location. Host very accommodating. "
United States
Colleen F.
The price is £407
includes taxes & fees
14 Jul - 15 Jul
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
Beach nearby

Charming Cottage in Pass-A-Grille Beach, Dogs Ok

Charming Cottage in Pass-A-Grille Beach, Dogs Ok
Pass-a-Grille
9.6 out of 10, Exceptional, (39 reviews)
"Great place for the two of us. Would stay there again. "
United States
Tommy M.
The price is £295
includes taxes & fees
30 Jun - 1 Jul
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
Beach

Magical Guesthouse 1 mi from SRQ airport

Magical Guesthouse 1 mi from SRQ airport
Whitfield Estates
10.0 out of 10, Exceptional, (3 reviews)
"This house was absolutely charming! I caught myself In complete awe of every detail - from the fun decor, to the thoughtful inclusion of all kitchen supplies to make a full meal, to the soft shower towels and the incredibly comfortable bed, bedding and pillows! Fantastic stay."
United States
Alyssa D.
The price is £188
includes taxes & fees
24 Jun - 25 Jun
Magical Guesthouse 1 mi from SRQ airport
Marina

ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
Whitfield Estates
7.4 out of 10, Good, (6 reviews)
"Looking for a couple nights close to Anna Maria Island without being ON the island. Turns out we were here once before and didnt realize it was the same place. Love the "Back Yard" surprises"
United States
Susan B.
The price is £183
includes taxes & fees
23 Jun - 24 Jun
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
On the beach

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Madeira Beach
The price is £597
includes taxes & fees
12 Jul - 13 Jul
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
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

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

10/10 Excellent
"I loved the beach view and the beach was being and super clean just an advice add a bit more pool beds and umbrellas"
Victor 3-night trip
Posted less than an hour ago
Bali Hai Beachfront Resort and Spa

Find out more about Anna Maria Island

Anna Maria Island Guest Houses information

Number of reviews
391
Accommodation
0 Guest Houses
Lowest Price
£115
Highest Price
£597

Frequently asked questions

What is the nightly rate for a guest house in Anna Maria Island?
Rates for Anna Maria Island guest houses vary, but travelers can find great-value prices from £115 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Anna Maria Island guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Anna Maria Island guest house and a B&B?
A guest house in Anna Maria Island is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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