
Hotel holiday rentals near Anna Maria Island
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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 :-)

Beach Boutique Mini-Cottage + Pool: Steps to Sand!
(If your dates aren't available, we have other units on-site and elsewhere, including studio, 1 and 2-BR layouts!) 200 YARDS 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.

Steps to Beach, Htd Pool, King Bed, Kitchenette#8
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!

Las Olas of Treasure Island No. 1
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 gem of 12 clean & comfortable guest rooms designed for beach lovers. This King Suite sleeps 4 with a 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!

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.

Breezy 1BR Beach Apartment • One Block to the Gulf
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!

Walk 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.

Gulf Front Studio – Sabal Palms Inn #3
This beautiful studio unit opens to a semi-private balcony with direct Gulf views. It has a queen bed and futon (best for 2 adults or 2 adults + 1 child), a full kitchen, TV, and hair dryer. It is apart of our small, family-owned 11-unit historic boutique hotel, Sabal Palms Inn, with free bikes, beach chairs, gas grill, parking, and daily housekeeping.

Enchanted Inn Deluxe Suite #8: Waterfront, Pool, F
This rental property is located on North Clearwater Beach on the Intra-Coastal Waterway. Located within a quick 5 minute walk to the beach & local restaurants! All rooms come with a full kitchen, a king-size bed, and loaded with all the amenities; POOL / Boat Dock / Tiki Bar

H-2 Bedroom Suite w/ Water 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.
Popular amenities for hotel rentals near Anna Maria Island
Family-friendly hotels

The Addison Room

Enjoy Rooftop Pool one block from the Beach

Beach Resort Oasis Awaits! – No Cleaning Fee!

Enjoy the Perks! Free Breakfast, Outdoor Pool!

Oceanview Apt @ Luxury Resort! ~ 833 Aqualea

New Condo Room • Pool • Marina • Near Beaches

Boyce Suite

Enjoy a Hassle-Free Stay! Pool, Free Breakfast
Hotels with a pool

Oasis Palms - Premier 2 Bedroom Deluxe Suite

Devon Shores - Standard King

Clearwater Beach Collection / King Bed 3rd Floor

Prime Location! Pool, Walk to the Beach

Soak Up the Sun. Free Breakfast + Shuttle

Near TPA Airport | Free Breakfast. Airport Shuttle

Vacay Deal! Walk to Beach, Dolphin Encounter, Pool

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

Bayside Inn & Marina King Accessible Room kitchen

Stunning sunset views

Brand New! Hotel on the Marina

Ivory Sands - Standard King

Paradise Bay

Clearwater downtown 1 deluxe king

One bedroom suite just steps from the Gulf

White Sands Beach Resort - Anna Maria Island King
Other hotel holiday rentals

Steps to Beach, Htd Pool, Full Kitchen #3

Steps to Beach, Htd Pool, Full Kitchen #6

Steps to Beach, Htd Pool, King Bed, Kitchen #4

I-2 Bedroom Suite w/ Ocean View

Steps to Beach, Htd Pool, Full Kitchen #7

Las Olas of Treasure Island No. 6

Steps to Beach, Htd Pool, Full Kitchen #2

Steps to Beach, Htd pool, 2/1 Apart #11
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 $89 SGD 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
- Villa rentals Anna Maria Island
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