House rentals near Anna Maria Island

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Top-rated house rentals near Anna Maria Island

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Guest favorite

A spacious dining area features a large wooden table surrounded by black chairs and a patterned area rug. Natural light enters through two windows, highlighting abstract artwork on the white walls. Doors lead to an outdoor space, offering an inviting atmosphere for meals.

Home in Seminole

4.96 out of 5 average rating, 110 reviews

Heated Pool & Hot Tub 0.7 mile from Beach

Welcome to our beach house! This is the perfect place for a family vacation or friend getaway. Why We Love The Home: - 0.7 miles from the beach and tons of restaurants/attractions - Resort style backyard with saltwater pool, hot tub, mural for photos and outdoor shower - Quiet and safe neighborhood - Perfect kitchen for entertaining with double ovens Beaches: - 2 min to Indian Shores & Redington Beaches - 10 min to Madeira & Indian Rocks - 20 min to Clearwater & St. Pete Enjoy your stay!

Guest favorite

A woven tray rests on a patio surface, displaying a glass pitcher and four clear glasses. In the background, a heated saltwater pool glimmers under a bright sky, surrounded by lush greenery and a tranquil lake.

Home in Seminole

4.89 out of 5 average rating, 123 reviews

Stunning Lakefront-King bed - 10 min to beaches

Relax with the whole family by the lake! Get out the fishing rods to catch bass in the lake. This gorgeous house has everything you need for a perfect vacation! Grill out and have dinner while watching the sunset by the lake, enjoy a perfect swim in the amazing heated pool, or just sit back and enjoy the view. We have recently upgraded to a salt water pool, making the water gentler on your skin, eyes and hair. The home is a short 10-minute drive to the beach access. Pet friendly with a fee.

Top guest favorite

A modern living area features a spacious gray sectional sofa adorned with blue accent pillows. Natural light floods in from large windows, illuminating a light-colored rug with a starfish design. A dining table is centrally located, with a contemporary pendant light hanging above.

Home in Indian Rocks Beach

4.99 out of 5 average rating, 167 reviews

Luxe BeachHouseA Heated Pool, 2 min walk to Beach

Welcome to your home away from home. Sand,sun and ocean breeze are waiting for you. Our modern Beach House is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built three story house with nice backyard,heated pool,hot tub and beautiful rooftop. We have everything that you need for bigger groups of families to relax on your Beach vacation.Our Beach House is in a quite neighborhood and still walking distance from restaurants,bars and stor. BTR#2099

Guest favorite

An open floor plan is showcased, featuring a modern kitchen with wooden cabinets and stainless steel appliances. Natural light flows through large windows, illuminating the dining area and inviting seating arrangements. A tranquil pool is visible through the glass doors, enhancing the indoor-outdoor connection.

Home in Sarasota

4.96 out of 5 average rating, 123 reviews

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Guest favorite

A caged outdoor space features a heated saltwater pool, surrounded by a spacious deck. Sun loungers are positioned nearby, and a covered area for dining is visible in the background. Lush greenery adds a touch of nature to the setting.

Home in Sarasota

4.85 out of 5 average rating, 171 reviews

Beaches, Shopping, Sculling-Sarasota is calling!

Charming three bedroom two bathroom house. The HEATED SALTWATER pool is caged with a covered outside dining area along with an area to grill. Master bedroom comes with a private bath and a walk-in closet. Second bedroom comes with a queen bed and the third bedroom comes with 2 twin beds. Washer and dryer available on site. Five minutes to I 75. Minutes from the Sarasota airport. Minutes to the UTC and Benderson Park. Close to beaches and shopping. Can be rented short term or longer.

Top guest favorite

The living area features a cozy sofa, two reclining chairs, and elegant decor. A TV is positioned above a media console, while a dining area is visible in the background. Large windows allow natural light to fill the space, highlighting the light wood flooring.

Home in Sarasota

4.92 out of 5 average rating, 294 reviews

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just 5-mins ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! We’ve poured our hearts & souls into this villa, it's our family business.

Superhost

A bright dining area features a wooden table surrounded by six white chairs. A floral centerpiece adds a touch of greenery. In the background, glass double doors provide a view of the outdoor space, while a wall clock and cabinetry enhance the inviting atmosphere.

Home in Sarasota

4.71 out of 5 average rating, 135 reviews

Private house, 3 bed, 2 bath with back yard. WIFI

Welcome to your home away from home in charming Sarasota! Experience the vibrant core entertainment, exquisite dining, and enchanting opera house near downtown. Immerse yourself in renowned arts and live performances. Just 3 miles away, cross the iconic Ringling Bridge to St. Armand's Circle and pristine beaches. Siesta Beach is a mere 5 miles away for sun and sand. With a central location and inviting atmosphere, this is the perfect place to explore Sarasota's offerings.

Superhost

A modern living area features a large sectional sofa adorned with decorative pillows. A round coffee table sits at the center, displaying a small plant and snacks. Bright red chairs are positioned near a window, complemented by a light and airy ambiance from natural light.

Home in Seminole

4.91 out of 5 average rating, 284 reviews

Beachy Home Minutes from sugary sand beaches

Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!

Guest favorite

An open living area features a large flat-screen television on a modern stand, complemented by a glass dining table with stylish stools. Natural light enters through large windows, while a contemporary ceiling fan hangs above, enhancing the inviting atmosphere of the space.

Home in Sarasota

4.94 out of 5 average rating, 133 reviews

Hyde Park/Southside Village Modern 5 Star Home

BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blocks to Southside Village, Morton's Market, fantastic shops and restaurants. Beautiful Arlington Park is down the street with pool, tennis, walking trails and dog park. 7 Minute Drive to Siesta Key or Downtown. **We love and welcome small dogs in our home. We need them declared at the time of booking. There is a small pet fee.

Top guest favorite

The living area features a light-colored sofa and two dark armchairs arranged around a wooden coffee table. Natural light enters through large windows with soft drapes, while a wall-mounted television displays a serene image. Decorative elements include a flower arrangement and artwork.

Home in Sarasota

4.98 out of 5 average rating, 390 reviews

The Cottage at Central Park II

If you are looking for the perfect family home to cater to your every need, then look no further! With plenty of space to spread out, natural light that pours into every room, an expansive and private fenced in yard, screened-in porch and outfitted kitchen- this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

Guest favorite

A modern living area features a comfortable gray sectional sofa paired with wooden accent chairs. A round coffee table sits at the center, surrounded by decorative plants. Natural light filters through sheer curtains, while a mirror reflects the warm tones of the wood flooring.

Home in Tampa

4.94 out of 5 average rating, 232 reviews

Dee's 5-star Tampa Location

Beautiful completely remodeled house in the desired west Tampa area. This is the perfect location within minutes to downtown Tampa, Raymond James Stadium, Armature Works, Ybor city, Tampa International Airport, with easy access to Clearwater Beach, and St Pete Beach. Forget about your mileage worries as every must-see place in Tampa is less than 10 minutes away, leaving you to stress-free vacations and pure enjoyment.

Guest favorite

An outdoor deck area features a comfortable seating arrangement, including a curved sofa with blue cushions and stylish chairs. A sandy rug is laid on the wooden flooring, providing a cozy vibe. A grill is visible in the corner, with views of surrounding greenery.

Home in Siesta Key

4.96 out of 5 average rating, 107 reviews

Beachfront home with private access, walk to town!

Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.