Holiday rentals with a hot tub in Anna Maria

4.96 out of 5 average rating, 212 reviews

A spacious bedroom features a large bed with striped bedding, complemented by two nightstands with lamps. Sliding glass doors open to a private backyard with a plunge pool. Natural light floods the room, highlighting the warm wooden ceiling and inviting decor.

Home in Bradenton beach

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

BathroomOutdoor spacesLong stay

4.75 out of 5 average rating, 8 reviews

Hammock in the Sun by Duncan Real Estate

Welcome to Hammock in the Sun!This North end home offers a prime location just steps from Pine Avenue. Indulge in delightful lunches at the nearby restaurants and explore the boutiques only a short stroll away.This two-story home features a large living room, dining area and plenty of outdoor seating. Take the stairs up to the first-floor main level with a spacious open floor plan that features the living and dining area with a screened in balcony located off the dining area with table and ...

Outdoor spacesValuePool

4.95 out of 5 average rating, 20 reviews

Hidden Haven / Private Pool & Hot Tub

Your dream bayside escape at this charming single-story haven, just a heartbeat away from the pristine shores of Anna Maria Island. Featuring 4 inviting bedrooms and 2 stylish baths, indulge in the luxury of a private pool nestled among vibrant tropical foliage. Sip your morning coffee or toast to sunset cocktails poolside, wander to the sparkling Gulf, discover the delightful shops and eateries in Holmes Beach. This oasis is perfect for sun-kissed relaxation and exciting island escapades!

Hot tubOutdoor spacesValue

4.97 out of 5 average rating, 35 reviews

Manatee Sanctuary - in the heart of Anna Maria

Welcome to Manatee Sanctuary – a spacious 3 bed/ 2 bath canal-front retreat with a private heated pool and hot tub, located in the quiet and highly sought-after North End of the island. This serene and private oasis offers everything you need for a relaxed and memorable beach vacation. The home features an open-concept living and dining area, fully stocked kitchen, and an upstairs porch ideal for morning coffee or evening relaxation. The backyard opens onto a peaceful saltwater canal.

Outdoor spacesBathroomCheckout

A private pool is surrounded by tropical landscaping, featuring a clear blue water surface that reflects soft lighting. Several lounge chairs are positioned nearby, providing relaxation space under the palm trees. The serene area is perfect for unwinding after a day at the beach.

4.96 out of 5 average rating, 107 reviews

Beach House w/Private Pool & Spa

Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the beautiful beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. Enjoy the private pool and spa, surrounded by tropical landscaping. Tons of beach gear included! It is located in a great area to explore by bike, ride to Pine Ave., Bayfront Park, the City Pier, etc....

Hot tubOutdoor spacesDecor

5.0 out of 5 average rating, 5 reviews

NEW! Steps to Beach, Hot Tub, Pool, Kid Friendly

6-minute stroll to the private beach, heated pool, bubbling spa & ping-pong fun—perfect for families seeking sunshine! 3 bedrooms - 2 kings, 2 fulls +1 trundle twin (sleeps 6) Chef-ready kitchen + outdoor grill Beach chairs, beach umbrellas, + beach wagons Pack ’n play, stroller + high chair included Explore nearby cafés, boutiques and coastal bike paths, then unwind under the stars by the pool. Ready for a worry-free getaway? Click “Reserve” before your dates disappear!

Outdoor spacesWalkabilityCleanliness

4.96 out of 5 average rating, 149 reviews

A spacious patio is highlighted by a heated pool, surrounded by a decorative stone border. Comfortable outdoor seating is arranged nearby, beneath string lights that create a soft glow. A serene water view and lush greenery are visible in the background, enhancing the outdoor ambiance.

Home in Bradenton

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Outdoor spacesBathroomLong stay

5.0 out of 5 average rating, 8 reviews

Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games

Welcome to Beach Baby – Your Laid-Back Island Escape Just a short stroll from the sugar-white sands, Beach Baby is your perfect Anna Maria Island getaway. Located only six houses from the Gulf and about a 4-minute walk to the stunning Bean Point Beach, this bright and breezy retreat is all about soaking up sunshine, salty air, and easy coastal living. Spend your days beach hopping, biking to local shops, or simply unwinding in your own private backyard oasis.

BathroomHot tubKitchen

The outdoor area features a spacious pool and a separate spa, surrounded by manicured gardens and palm trees. A covered lanai with steps leads to the upper level of the home, which includes expansive sliding glass doors inviting natural light into the interior.

4.97 out of 5 average rating, 37 reviews

Ocean Air Oasis-New Centrally Located AMI Luxury

Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

Hot tubOutdoor spacesHospitality

An outdoor dining area is set with a glass table and six blue chairs, shaded by a blue umbrella. In the background, a swimming pool with surrounding tropical plants invites relaxation, while a spa is visible nearby, offering a serene ambiance.

4.82 out of 5 average rating, 104 reviews

Private pool, only two blocks .3 miles from beach!

Just two blocks away from the beautiful white sands of Holmes Beach. Restaurants & night life even closer. Swimming pool and spa are inviting for both romantic getaways as well as families. You will have access to the entire beautiful two story townhouse. The property has a shared wall, but all space is private and quiet. The outdoors are separated and private as well. Plenty of parking, sun, & fun. New mattresses, new couch, and other furniture.

BathroomOutdoor spacesHospitality

4.92 out of 5 average rating, 13 reviews

Black Pearl! NEW! Block and half to Beach!

Black Pearl is a brand-new luxury 4-bedroom, 4-bath home just a block and a half from the beaches of Holmes Beach. This modern coastal retreat features a rooftop deck with gorgeous views, a private pool and spa, BBQ grill, ping pong table, and corn hole. Each bedroom offers a queen bed and ensuite bath, making it perfect for families or friends seeking upscale comfort and walkable beach access on Anna Maria Island. 🏖️✨

Hot tubBathroomView

4.96 out of 5 average rating, 282 reviews

A private outdoor space featuring a heated pool and spa, surrounded by palm trees and lounge chairs. The vibrant blue cottage is visible in the background, complemented by carefully arranged landscaping. A pathway of stepping stones leads toward the entrance of the cottage.

Cottage in Anna Maria

Turtle Cottage - Anna Maria Island

Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.

BathroomHot tubCheck-in

Popular amenities for Anna Maria hot tub accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

4.98 out of 5 average rating, 104 reviews

A well-maintained front yard features lush green grass and a large agave plant. The house, showcasing a contemporary design, is flanked by palm trees. A driveway leads to a two-car garage, with additional landscaped areas adding to the outdoor appeal.

Home in Cortez

Dockside Dreams - Pool, Spa & Waterfront Dock

Hot tubBathroomKitchen

A private heated pool reflects the blue sky, surrounded by tropical landscaping. Two lounge chairs are positioned along the pool's edge, beneath large umbrellas. The modern home showcases a combination of light and dark exterior finishes, with large windows allowing natural light to fill the interior.

4.98 out of 5 average rating, 57 reviews

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Hot tubOutdoor spacesLayout

A charming outdoor area showcases a refreshing pool accompanied by a built-in hot tub. Comfortable lounge chairs are placed around the pool, complemented by a large red umbrella providing shade. Lush palm trees and a white fence enhance the tropical ambiance of the space.

5.0 out of 5 average rating, 18 reviews

Fanta-Sea with gorgeous Pool, Spa, & Game Room!

Hot tubBathroomAmenities

5.0 out of 5 average rating, 48 reviews

Key Lime Cottage | Hot Tub | Steps to Beach

Outdoor spacesHot tubCleanliness

The view from the open patio showcases a serene pool area surrounded by palm trees. Two lounge chairs are positioned nearby, inviting relaxation. The space is characterized by a bright and airy feel, with natural light flowing in through large glass doors.

4.91 out of 5 average rating, 33 reviews

Beautiful Pool/Spa, Steps to sand, New Golf Cart

Outdoor spacesBathroomPool

An inviting hot tub with vibrant blue lighting is framed by wooden beams, creating a sheltered space for relaxation. The heated saltwater pool is visible in the background, surrounded by lush greenery and a white fence, enhancing the tranquil atmosphere.

4.89 out of 5 average rating, 66 reviews

Backyard Bliss Anna Maria Island

Outdoor spacesHot tubView

4.94 out of 5 average rating, 32 reviews

Home in Cortez

Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!

Hot tubOutdoor spacesAmenities

5.0 out of 5 average rating, 25 reviews

Bean Pt. Bungalow 2 - Half duplex w/ private spool

Hot tubOutdoor spacesNearby

Villa rentals with a hot tub

Villa in Indian Rocks Beach

Heated Hybrid Pool~Modern Beach House~Walk 2 beach

Outdoor spacesHot tubAir conditioning

4.93 out of 5 average rating, 158 reviews

4.78 out of 5 average rating, 9 reviews

An outdoor area features a spacious patio with a large dining table and several chairs, set among lush tropical greenery. A pool is visible nearby, surrounded by lounge chairs. A spiral staircase leads to an upper level, adding architectural interest to the space.

Villa in Anna Maria

Bean Point Residence Unit B by SeaBreeze Vacation

ValueBeachQuiet

Villa in Bradenton

HeatedPool • HotTub • OutdoorKitchen/Theater/Games

New place to stay

4.88 out of 5 average rating, 67 reviews

An outdoor dining area features a large rectangular table with seating for eight, complemented by a shaded lounge space. A heated pool is visible, along with a sunken hot tub and sun loungers. Lush greenery surrounds the area, providing a serene backdrop.

Villa in Arlington Park

Bohemian Inspired Villa with Golf Cart and SUV

Hot tubOutdoor spacesIndoor spaces

5.0 out of 5 average rating, 11 reviews

Villa in Sarasota

The Palm Court Villa

Outdoor spacesHot tubKitchen

Villa in Indian Rocks Beach

NEW! Waterfront Hot Tub, Heated Pool, & Golf Cart

BathroomHot tubCleanliness

4.98 out of 5 average rating, 62 reviews

4.9 out of 5 average rating, 30 reviews

Villa in Wimauma

Country Coastal Farmhouse

Hot tubOutdoor spacesBackyard

4.95 out of 5 average rating, 59 reviews

An outdoor patio area features a private pool surrounded by a spacious deck. A seating arrangement with chairs and a table is positioned nearby, along with a sauna. The setting is complemented by lush green grass and a colorful sunset sky.

Villa in Seminole

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

BathroomHot tubBeach

Cabin rentals with a hot tub

5.0 out of 5 average rating, 5 reviews

1 Bedroom Cabin with Resort Amenities

Hot tubOutdoor spacesNearby

Cabin in St. Petersburg

Family Fun Cabin with Pool Access - Sleeps 8

ValueFamilyAmenities

5.0 out of 5 average rating, 4 reviews

Cabin in South Sarasota

5 star rated guest house on the water heated pool

Hot tubPoolHospitality

5.0 out of 5 average rating, 4 reviews

4.67 out of 5 average rating, 3 reviews

Cabin with Resort Amenities

LocationPoolAmenities

4.33 out of 5 average rating, 3 reviews

Pet Friendly Cabin in Resort

CleanlinessComfortValue