Holiday rentals with a fireplace near Anna Maria Island

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Top-rated rentals with a fireplace near Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area is filled with natural light from large windows. A comfortable sectional sofa is arranged with decorative pillows, complemented by a wood coffee table at the center. Two soft reclining chairs are positioned nearby, contributing to the inviting atmosphere.
Home in Holmes Beach
5 out of 5 average rating, 20 reviews

Eileen’s house- steps to the beach.

This home is an original 1959 home in a quiet residential neighborhood. It has been pristinely maintained. It is one house from the white sand and blue waters of the Gulf of Mexico with a private beach access. The beach in this area is more private. This home is also one street over from a shopping area with restaurants, post office, bank, bars, and shopping. It has a beautiful yard and fenced back yard. Enjoy your evenings in the outdoor living area with friends and family around the fire pit.

Top guest favourite
An aerial view showcases a spacious outdoor area featuring a private pool and lounge chairs, surrounded by a gated patio. A light blue house stands in the background with multiple windows, providing a connection between indoor and outdoor spaces. Lush greenery lines the property.
Home in Holmes Beach
4.94 out of 5 average rating, 34 reviews

Luxury 3BD Beachfront Retreat with Heated Pool!

Sandy Bottoms Beach House is a luxury Gulf-front retreat where modern comfort meets Florida’s natural beauty. With three king bedrooms—each with its own en suite bath—this home is designed for families, couples, or groups seeking a premium beach getaway. Step through oversized sliding doors to a private patio with a heated pool, outdoor dining, and a direct trail to the sand. Spend mornings walking the shoreline, afternoons lounging by the pool, and evenings watching unforgettable Gulf sunsets f

Guest favourite
The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.
Apartment in Indian Shores
4.94 out of 5 average rating, 131 reviews

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High WiFi, Premium TV, Garage Parking, Private Beach, Pool & Spa.

Guest favourite
Home in Bradenton
4.9 out of 5 average rating, 10 reviews

The Florida Rooms

NEW POOL/SPA. Just 10 minutes from the beach, The Florida Rooms is a 3BR, 2BA retreat with NEW RESORT POOL & SPA, outdoor dining and living space, premium beds, rain showers, a full kitchen, and dining for 8. Extra sleeping includes a queen sofa bed and Pack ’n Play. Enjoy a pool table, ping-pong, board games, outdoor string lights, and a fire pit. We include beach gear—chairs, towels, umbrella, and wagon—for easy fun in the sun. Comfort, charm, and convenience await! Pool/spa heating included!

Superhost
The outdoor area showcases a heated saltwater pool surrounded by lounge chairs and a covered seating area. A manicured artificial turf putting green is prominently featured, providing a playful touch to the spacious backyard, which is framed by lush landscaping and bright skies.
Home in Bradenton
4.79 out of 5 average rating, 360 reviews

Heated saltwater pool home - turf putting green

Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

Guest favourite
A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.
Home in Sarasota
4.93 out of 5 average rating, 29 reviews

Coastal Retreat near Siesta Key Beach and Downtown

Welcome to your Coastal Retreat—your gateway to the best beach experience in all of Florida. Located in Sarasota’s most desirable neighborhood, this light-filled home blends fresh coastal design with a relaxed vacation vibe. Just minutes from award-winning beaches and vibrant downtown, you’ll have easy access to everything that makes this region a hidden gem. Walk to the charming bars and restaurants. Everything has been recently updated. Book your stay today—this is a truly special find!

Top guest favourite
Aerial view of a wide beach features soft white sand and gentle waves lapping at the shore. The water displays a gradient of turquoise to deep blue, with scattered footprints in the sand. The horizon meets a clear sky, enhancing the open coastal atmosphere.
Flat in Longboat Key
4.93 out of 5 average rating, 40 reviews

Turtle walk - Next to 5 top eats & Beach

Private BEACH Access! (Map in the photos)*Designer Renovation* Single level, 4 min walk to Bright White Quartz Sand, Welcome to UPGRADED BEACH PARADISE Featuring - NEW Full Kitchen, NEW Cabinets and Granite Countertops. LUXURY Bathroom with New Vanity, Oversized Shower Tile and Moen wand sprayer showerhead. 65 inch 4k Roku Smart TVs with Super Fast 1000 MbPs internet. Very Posh Bedroom, KING SIZE Memory Foam Hybrid Bed Complete with office Desk. FULL-Size pull-out bed in the living room.

Top guest favourite
A spacious outdoor area features a heated saltwater pool and a spillover spa, surrounded by a large screened lanai. Multiple seating and dining options are available, with tropical decor enhancing the space. Expansive glass doors provide seamless access to the indoor living areas.
Home in Bradenton
5 out of 5 average rating, 90 reviews

NEW saltwater pool/spa! Free pool heat!

Spend your days playing in the pool and soaking up the sun at this coastal escape! The huge screened lanai includes a pristine heated saltwater pool with a spillover spa and sun ledge, and large covered outdoor living and dining space. The updated 3 bedroom, 2 bath interior is bright and spacious, with a lot of natural light and nearly every room flows out to the pool. Located in a quiet neighborhood with quick access to AMI beaches, IMG, walking trails, parks, shopping & restaurants!

Top guest favourite
A spacious balcony is bordered by tall palm trees, offering a view of the calm Gulf of Mexico and white sand beach. The clear blue sky complements the serene ocean, creating a tranquil setting for relaxation.
Apartment in Indian Rocks Beach
4.89 out of 5 average rating, 101 reviews

Gulf-View 2BR/2BA Beach Condo!

This Indian Rocks Beach Gulf Front Hamilton House building is located directly on unique Clearwater- St.Pete white sand beach with private beach access and heated pool, washer and drier in the unit. Our 3rd floor 1100 sq. feet 2 bedroom condo #207 offers a spacious balcony bordered with palm trees with northerly nice side view of the Gulf of Mexico and white sand beach that goes on for miles. Two assigned parking spaces (one under the building and second uncovered).

Top guest favourite
A shaded lounging area features a comfortable chair with a patterned cushion, facing a serene waterfront view. In the background, a dock extends into the calm water, surrounded by lush greenery and decorative plants.
Apartment in Indian Rocks Beach
4.96 out of 5 average rating, 126 reviews

Villa Al Golfo Pristine Waterfront Oasis

Pristine villa in the lovely seaside Gulf town of Indian Rocks Beach, 2 short blocks to the beach & the Intracoastal in your backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio & your own indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam king bed & secured safe.

Guest favourite
Two wicker chairs with cushions are positioned around a small table on a balcony overlooking the beach. The expansive view reveals the Gulf of Mexico and a clear sky with scattered clouds. Beachgoers can be seen in the distance enjoying the shoreline.
Apartment in Indian Shores
4.8 out of 5 average rating, 103 reviews

Casa de B.O.B ... Best on Beach

Welcome to Casa de B.O.B. (Best on Beach)! This is a recently remodeled, renovated, 2 bedroom (with 2 king beds), 2 bathroom condo with panoramic direct Gulf front views. Unit has newer furnishings, and is decorated with contemporary flair, a little local art and a bit of Rock-n-Roll edge. Unit has 2 Gulf front balconies - one off living area and another off master bedroom. Each opens up wide to view spectacular sunsets, crashing waves and jumping dolphins.

Guest favourite
Home in Bradenton
4.93 out of 5 average rating, 175 reviews

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

Popular amenities for rentals with a fireplace near Anna Maria Island

Quick stats about holiday rentals with a fireplace near Anna Maria Island

  • Total holiday rentals

    Explore 60 holiday rentals in Anna Maria Island

  • Nightly prices starting at

    Anna Maria Island holiday rentals start at £67 per night before taxes and fees

  • Verified guest reviews

    Over 950 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Anna Maria Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Anna Maria Island rentals

  • 4.9 Average rating

    Anna Maria Island stays are highly rated by guests – averaging 4.9 out of 5!

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