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Cottage rentals near Anna Maria Island

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Popular amenities for cottage rentals near Anna Maria Island

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cottage rentals with a hot tub

Top guest favorite
Cottage in Safety Harbor
4.96 out of 5 average rating, 182 reviews

Harbor Oasis with Hot Tub

Guest favorite
A hot tub is seen on a patio, surrounded by greenery and overlooking a serene river. Two individuals are comfortably seated, enjoying the bubbling water. Trees and shrubs frame the scene, contributing to a peaceful outdoor setting.
Cottage in Tampa
4.94 out of 5 average rating, 125 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

Guest favorite
A coastal-style duplex is framed by lush tropical landscaping, featuring palm trees and colorful flowering plants. The exterior showcases light-hued siding, a spacious front porch with railings, and two garage spaces below. A clear blue sky enhances the inviting atmosphere of the property.
Cottage in Holmes Beach
4.93 out of 5 average rating, 56 reviews

Close to the Beach+ Private heated pool and spa!

Guest favorite
A charming coastal cottage is depicted, featuring a welcoming front porch with rocking chairs and vibrant seating. Lush plants in decorative pots frame the entrance. The exterior is painted in soft grey tones, complemented by white shutters and a serene pathway leading to the door.
Cottage in Palm Harbor
4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

Guest favorite
A vibrant outdoor area features a sparkling hot tub surrounded by lush greenery. Comfortable seating arrangements and a dining table create an inviting space for relaxation. A charming yellow cottage stands in the background, complemented by various tropical plants and trees.
Cottage in Largo
4.96 out of 5 average rating, 94 reviews

Hidden Oasis #1, hot tub near the beach

Guest favorite
A well-equipped kitchen features white cabinetry and a wooden countertop. Essential appliances include a retro-style refrigerator, a microwave, and a coffee maker. Decorative elements include open shelving with dishware and a vintage-style wall poster, providing a functional yet charming atmosphere.
Cottage in Siesta Key
4.92 out of 5 average rating, 62 reviews

Cozy Cottage 1 block from Beach

Top guest favorite
An open living area features tiled flooring and soft lighting, with comfortable seating arrangements including a sofa and armchairs. A dining area is visible, showcasing a wooden table with chairs. Decorative touches such as artwork and a side cabinet enhance the space's charm.
Cottage in Sarasota
4.99 out of 5 average rating, 87 reviews

Quaint Cottage,150 steps away from Crescent Beach!

Superhost
A private backyard space features a hot tub with a bubbling water feature, surrounded by a paved patio. A dining table with chairs is positioned nearby, catering to outdoor meals and relaxation. Lush greenery and landscaping enhance the tranquil environment.
Cottage in Bradenton
4.91 out of 5 average rating, 76 reviews

Sandy Cottage w/ Hot Tub, 20 min to Beach + Garden

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Pet-friendly cottage rentals

Guest favorite
A comfortable seating area features two light-colored sofas with throw pillows, arranged around a rustic wooden coffee table. A decorative screen provides partial division from other spaces, and a textured rug is laid beneath the furniture, enhancing the warm ambiance of the room.
Cottage in Tampa
4.77 out of 5 average rating, 160 reviews

Good Vibes Cozy Cottage on Million $ Row

Guest favorite
A serene sunset over the Little Manatee River is captured, with vibrant hues of orange and pink reflecting on the water surface. The dark outline of trees defines the horizon, creating a peaceful natural backdrop.
Cottage in Ruskin
4.91 out of 5 average rating, 117 reviews

Little Manatee River Cottage

Guest favorite
A charming coastal cottage is presented with light blue exterior walls and a metal roof. Lush tropical landscaping and palm trees frame the front porch, which features seating and an inviting atmosphere. A well-maintained walkway leads from the street to the entrance.
Cottage in Redington Shores
4.86 out of 5 average rating, 49 reviews

Palm Cottage- Escape to Paradise!

Guest favorite
A single-story cottage features a pink exterior with large windows allowing natural light. A landscaped garden with decorative stones is visible in the front. White chairs are placed near the entrance, and ample parking spaces are provided in the driveway.
Cottage in Indian Rocks Beach
4.9 out of 5 average rating, 292 reviews

Vintage Florida Beach Cottage B

Top guest favorite
A dining area is showcased with a white table set for four, featuring floral tableware and a decorative centerpiece. A large window allows natural light to illuminate the space, which is complemented by a cozy seating area in the background and a TV mounted on the wall.
Cottage in Dunedin
4.96 out of 5 average rating, 206 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

Guest favorite
A charming cottage exterior is highlighted by vibrant blue accents on the door and window frames. Lush palm trees surround the property, and a pathway of red bricks leads to the entrance. Gravel landscaping complements the home, enhancing its welcoming appearance.
Cottage in Indian Rocks Beach
4.7 out of 5 average rating, 211 reviews

Beachy Paradise

Top guest favorite
A light-filled living area features a comfortable gray striped sofa and a matching accent chair. A wooden coffee table sits in front, with decorative items arranged on it. Large sliding glass doors provide views into the Florida room, which is bathed in natural light.
Cottage in Bradenton
4.96 out of 5 average rating, 112 reviews

Waterfront*Sleeps 6*POOL* PingPong Table*Golf*FUN*

Top guest favorite
The cottage entrance is highlighted by a vibrant pink door, framed by coastal-themed decor. Two cheerful yellow chairs are positioned on a stone pathway, inviting relaxation. Natural light spills through the large window, enhancing the welcoming ambiance of this beach retreat.
Cottage in Bradenton Beach
5 out of 5 average rating, 7 reviews

Cute Cottage, 2 min walk to beach, heated pool!

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Private cottage rentals

Superhost
A view of a sandy beach stretches toward calm blue waters under a clear sky. A wooden walkway leads from the beach access point, framed by green grass and beach plants. An umbrella and two figures are visible in the distance on the shore.
Cottage in Redington Shores
4.74 out of 5 average rating, 327 reviews

Below -Deck Studio Gulf Side 40 steps to the beach

Guest favorite
A wooden boardwalk leads to a rustic restaurant with a tin roof, surrounded by palm trees. Visitors stroll along the boardwalk, enjoying the view of the water. Coastal scenery and bright blue skies add to the inviting atmosphere of this popular dining location.
Cottage in Madeira Beach
4.84 out of 5 average rating, 131 reviews

Family Friendly Beach Cottage in Madeira Beach, FL

Superhost
Aerial view of a coastal neighborhood reveals a mix of colorful buildings surrounded by lush greenery. The shimmering water of the bay is visible in the distance, while palm trees dot the landscape. Streets are lined with vehicles, suggesting a vibrant community.
Cottage in Bradenton Beach
4.82 out of 5 average rating, 104 reviews

Charming Stand Alone Cottage! Walk 2 Beach/Bridge

Guest favorite
A kitchen counter displays a dual coffee pot and coffee pod machine beside a sleek microwave. Natural light filters in through a window, illuminating a wooden tray containing coffee mugs. Decorative items and basic kitchen supplies are arranged neatly in the background.
Cottage in Riverview
4.93 out of 5 average rating, 85 reviews

Alafia River Cottage

Top guest favorite
A view into a well-lit kitchen area is provided, showcasing modern appliances and minimalist decor. Rich, dark flooring contrasts with light walls, while a framed artwork of a cow and palm trees adds character to the space. A fireplace integrates traditional elements.
Cottage in Dunedin
5 out of 5 average rating, 221 reviews

Downtown Dunedin Historic Orange Blossom Cottage 2

Top guest favorite
The charming exterior of the cottage features a bright yellow door framed by flowering window boxes. A spacious front porch with screening provides a welcoming entryway, while a pathway leads to a well-maintained lawn bordered by a white picket fence.
Cottage in Oldsmar
4.96 out of 5 average rating, 297 reviews

Louisa's Cottage

Top guest favorite
A screened-in porch features a cozy seating area with a blue wicker sofa and decorative pillows. A circular table with intricate detailing is surrounded by several chairs. Natural light floods the space through large windows, enhancing the vibrant color palette of the furnishings.
Cottage in Bradenton
4.97 out of 5 average rating, 119 reviews

Coastal Style 2BR cottage near Anna Maria Island

Top guest favorite
A countertop features a Cuisinart coffee maker beside a crystal bowl filled with assorted coffee pods. A selection of sugar packets and creamers is neatly arranged nearby, providing easy access for guests to prepare their preferred beverage.
Cottage in Largo
4.95 out of 5 average rating, 105 reviews

Walk to beach shops food drinks “The Cottage”

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Luxury cottage rentals

Superhost
A beachfront cottage is surrounded by tropical palms, offering a vibrant blue facade. A covered pavilion sits nearby, providing shaded seating. Sun loungers are arranged on the sandy area, leading directly to the water, while a charming outdoor dining space is visible on the patio.
Cottage in Indian Rocks Beach
4.75 out of 5 average rating, 32 reviews

Yachtsman Gulf front on sand, Sleeps 6 Heated Pool

Superhost
A spacious deck overlooks the beach, featuring comfortable loungers set against a backdrop of swaying palm trees. A fire pit is positioned nearby, offering a cozy gathering spot. The tranquil ocean view enhances the outdoor space, inviting relaxation in a beachside setting.
Cottage in Indian Rocks Beach
4.5 out of 5 average rating, 10 reviews

3 Palms Beachfront Cottages - Beachfront

Guest favorite
Cottage in Clearwater
4.91 out of 5 average rating, 57 reviews

Seashell Cottage

Guest favorite
A large shared patio area is shown with several patio tables and chairs beneath beige umbrellas. Lush greenery frames the space, and the sparkling turquoise waters of the Gulf of Mexico are visible in the background, creating a serene spot for relaxation.
Cottage in Holmes Beach
5 out of 5 average rating, 13 reviews

Sailfish Gulf Suites #1, Beachfront, Steps to the

Superhost
Cottage in Siesta Key
5 out of 5 average rating, 3 reviews

4 Bdrm (2 unit Cottage) walk to Siesta Beach

Superhost
A wall-mounted artwork depicting a calm sea is displayed above a bedside table. The gentle waves are rendered in soft blues and whites. A sleek lamp with a gold finish sits beside a neatly made bed with white linens, contributing to a serene atmosphere.
Cottage in Sarasota
4.94 out of 5 average rating, 34 reviews

The All Hands On Deck Cottage at Casa Limonada

A serene view of the shoreline is captured, featuring tropical foliage and a sandy area leading to calm waters. A shaded patio with thatched roofing provides seating for relaxation, surrounded by low vegetation and wildflowers. The sky above is bright, suggesting a pleasant day.
Cottage in Siesta Key
5 out of 5 average rating, 9 reviews

Charming Beach Cottage with pool

Top guest favorite
Cottage in Anna Maria
4.94 out of 5 average rating, 18 reviews

Charming cottage w/heated pool in prime location.

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Quick stats about cottage rentals near Anna Maria Island

  • Total rentals

    80 properties

  • Nightly prices starting at

    450 zł before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Manatee County
  5. Anna Maria Island
  6. Cottage rentals