
Hotel holiday rentals near Anna Maria Island
Find and book unique hotels on Airbnb
Top-rated hotel rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness and more.

Beso Del Sol Resort Waterfront condo-hotel studio
Third-floor studio in the exclusive Beso Del Sol resort with spectacular views of St. Joseph's Sound and the Gulf of Mexico. Within walking distance of picturesque downtown Dunedin, with easy access to Honeymoon and Caladesi islands, and St. Andrews Links Golf Course. Elevator accessible, on-site laundry mat, gym and ample parking. Waterfront pool with heated jacuzzi. Guests can fish off the resort pier and dock their boats at the resort at a nominal fee. There is an on-site restaurant-tiki bar.

The Blue Lagoon
This charming condotel on the water of Sarasota Bay has many amenities on the property itself but also close to anything you want to do in Sarasota or Bradenton. Only 10 miles to Bradenton Beach and 13 to Siesta Key. 6 miles to IMG academy and 3 to SRQ airport.The property has an Arcade, pool, outdoor games, Tiki restaurant/bar w/live music, fitness center. A little something for everyone to enjoy. This property is on the water but not waterview. You must be 25 and have an ID for property rental

La Tortuga Historic Pass A Grille St Pete Beach 1
Luxury Suite for 2 located in the heart of Pass-A-Grille Beach. Relax in this newly remodeled 1 bed, 1 bath suite featuring all the amenities you need for a short or long-term stay. Property of free parking, bikes, WiFi, and washer and dryer. Large pool area surrounded by Adirondack loungers, chairs, dining table, umbrellas, and adult games. BBQ station complete with two picnic tables. Balcony has four sofa chairs and flat screen tv. Walk to restaurants, shops, bars, and of course the beach :-)

Las Olas of Treasure Island No. 2
King Suite at Las Olas – Modern Comfort Steps from the Sand Soak up the sun and unwind at Las Olas of Treasure Island, a boutique coastal escape just across the street from the sparkling water of Treasure Island Beach. A King Suite within a gem of 11 clean & comfortable guest rooms designed for beach lovers. The Suite sleeps 4 with King bed, Queen sofabed, kitchenette and all the essentials to make you feel at home. Modern amenities with beachside charm. Las Olas ~ let the waves guide you!

Steps to Beach, Htd Pool, King Bed, Kitchen #4
How far is the beach? Just steps away! Open the door to your perfect getaway at Boutique Beach Retreat. We are located across the street from the beautiful Treasure Island Beach and a short distance from John's Pass, where you can enjoy the pristine white sand, ocean breezes and all the adventures and activities you desire. Our guests love the warm, inviting classic Florida charm of our Boutique-Style Hotel. Come stay with us at Boutique Beach Retreat for your unforgettable beach vacation!

Beach Boutique Mini-Cottage • 200 Yards to Beach!
(If your dates aren't available, we have other units on-site and elsewhere, including studio, 1 and 2-BR layouts!) STEPS TO THE SAND! Enjoy our poolside mini cottage, in the heart of St. Pete Beach. Inside: comfy queen, bed, crisp linens, smart TV, fast, free Wi-Fi, and a full kitchenette for easy meals. Outside: splash in the shared pool, grill on the BBQ, or relax in the tropical courtyard with FREE on-site parking. Dine, shop, and catch stunning sunsets – all within a <5 min walk.

Delightful 1- bedroom suite, View of the Water
Wake up and watch the dolphins at your kitchen table!! You won’t want to leave this charming, one-of-a-kind place. The Delacado is located on the intercostal water ways of Treasure Island/ Sunset beach FL. One of the largest docks on the island for viewing the boats and marine life. If you like to fish the fishing off the dock is excellent! This Beautiful studio apartment with an efficiency is calling your name. A short walk to the beach- aprox 150 yards.

Clearwater Gem: 1BR Just a Block from the Beach
Charming 1 Bedroom, 1 Bath just steps from the white sands of Clearwater Beach! Perfect for a romantic getaway, weekend retreat of relaxation, beach walking, shell collecting and the most stunning sunsets in the world! Prime location in the heart of Clearwater beach close to the best restaurants, bars, and shops. Just a few blocks away is a children's playground and pickle ball courts! Everything you need for your next beach escape!

Steps to St. Pete Beach + Rooftop Lounge & Pool
Wake up to water views, grab a beach cruiser, and head straight to the sand—The Hotel Zamora is where rooftop sunsets, kayak mornings, and St. Pete vibes all come together. Just steps from the beach, this stay includes valet parking, beach gear, and bikes so you can skip the planning and dive straight into your trip. Sip espresso in your room, watch the sunset at the rooftop lounge, and live the Florida coastal life your way.

Elevated King Suites in Cocktail-Themed Hotel
Our most exclusive room type — the Superior King Suite (450–460 sq ft) — features the Espresso Martini and Greyhound rooms. Each includes a king bed, living area, workstation, Smart TV, mini-fridge, and cocktail-inspired décor. Dog-friendly (up to 2 dogs under 25 lbs). Located on the first floor, just steps from Gulfport’s waterfront and minutes from the area’s best beaches.

I-2 Bedroom Suite w/ Ocean View
Our suites have been curated to blend modern elements of coastal Florida style combined with the comforts of home. Each suite includes 2 bedrooms, a fully equipped kitchen, a separate living room and a private oversized balcony offering breathtaking water views.

Havana #3 - 2br/2ba with Stunning Gulf Front View
The Havana Inn is a classically restored Gulf-Front accommodation, featuring spacious and comfortable suites Enjoy historic charm with all the modern conveniences including fully equipped kitchens, bathrooms and sweeping views of the Gulf of Mexico.
Popular amenities for hotel rentals near Anna Maria Island
Family-friendly hotels

The Addison Room

Prime Location! Pool, Walk to the Beach

Enjoy Rooftop Pool one block from the Beach

Beach Resort Oasis Awaits! – No Cleaning Fee!

Oceanview Apt @ Luxury Resort! ~ 833 Aqualea

Enjoy the Perks! Free Breakfast, Outdoor Pool!

Heated Pool, Bunk Bed, King Bed, Marina, Tiki Bar

King room on Johns Pass
Hotels with a pool

Oasis Palms - Premier 2 Bedroom Deluxe Suite

Devon Shores - Standard King

Personal Oasis In Tampa | Free Airport Shuttle

Family Vacation, Full Kitchen, Parking, Pool

Enchanted Inn Deluxe Suite #8: Waterfront, Pool, F

Perfect Place to Unwind! Free Breakfast, Pool!

Vacay Deal! Walk to Beach, Dolphin Encounter, Pool

Steps to Clearwater Beach + Pool. Restaurant. Bar.
Hotels with a patio

Stunning sunset views

Brand New! Hotel on the Marina

Accessible Hotel Room

Ivory Sands - Standard King

Paradise Bay

Clearwater downtown 1 deluxe king

One bedroom suite just steps from the Gulf

Remada inn suite
Other hotel holiday rentals

Steps to Beach, Htd Pool, Kitchenette #1

Las Olas of Treasure Island No. 3

Steps to Beach, Htd Pool, Full Kitchen #3

Gulf Front Studio – Sabal Palms Inn #3

Las Olas of Treasure Island No.5

Steps to Beach, Htd Pool, Full Kitchen #2

Steps to Beach, Htd pool, 2/1 Apart #11

Cheri Lyn basic 2 upstairs
Quick stats about hotel rentals near Anna Maria Island

Total holiday rentals
Explore 20 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at £51 per night before taxes and fees

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Wifi availability
20 of Anna Maria Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Anna Maria Island rentals

5 Average rating
Anna Maria Island stays are highly rated by guests – averaging 5 out of 5!
Destinations to explore
- Waterfront rentals Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Rentals with a firepit Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Luxury rentals Anna Maria Island
- Townhouse rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with pools Anna Maria Island
- Rentals with lake access Anna Maria Island
- Beach apartment rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Villa rentals Anna Maria Island
- Cottage rentals Anna Maria Island
- Rentals with beach access Anna Maria Island
- Rentals with breakfast Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Flat rentals Anna Maria Island
- Apartment rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- House rentals Anna Maria Island
- Resort rentals Anna Maria Island
- Rentals with a washing machine and dryer Anna Maria Island
- Hotel rooms Manatee County
- Hotel rooms Florida
- Hotel rooms United States
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Dunedin Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Englewood Beach
- Adventure Island
- St Pete Beach




