Holiday rentals with a hot tub near Anna Maria Island

5.0 out of 5 average rating, 21 reviews

Beautiful Beach house! Heated pool and spa!

Discover your dream getaway at this beautifully decorated vacation rental in Anna Maria Island. This stunning 4-bedroom, 4.5-bathroom home offers luxury and comfort, featuring a spacious open-concept living area, modern kitchen, and elegant furnishings. Enjoy the private pool and hot tub, and the beach is just a 5-minute walk away. The highlight is the rooftop deck, where you can soak in breathtaking sunsets. Experience the perfect blend of style and convenience for your unforgettable vacation!

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

Sea 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.

4.9 out of 5 average rating, 227 reviews

Condo in Bradenton Beach

Beachfront • Steps to Sand • Sunset View • Balcony

Just 14 steps from your second-floor beachfront condo, you’re on the powder-soft sands of Anna Maria Island. The bedroom has a plush queen bed, and the living room offers a queen sleeper sofa. Enjoy a full kitchen, cable TV, high-speed Wi-Fi, shared laundry downstairs, and one assigned parking space. Relax on your balcony with sweeping Gulf views and unforgettable sunsets. Perfect for couples or families, this is a true beachfront retreat with sand and sea at your doorstep.

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, 109 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....

4.98 out of 5 average rating, 110 reviews

Condo in Longboat Key

Beach Condo with Quiet, Private Beach

Escape to our serene 2-BR beachfront condo on Longboat Key. This corner unit offers stunning Gulf of Mexico views and sleeps 6. Enjoy direct beach access, a heated pool, and a private patio perfect for sunsets. Located in the quiet Beach Castle Resort, it's the ideal beach vacation rental for families or couples seeking a tranquil getaway. Walk to local restaurants and cafes from your peaceful retreat. A guest-loved home, consistently rated top 5% among Airbnb’s homes.

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, 38 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.

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.

4.97 out of 5 average rating, 212 reviews

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

Condo in Bradenton

Luxury 3/3 Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

4.98 out of 5 average rating, 107 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

Welcome to Dockside Dreams - Your Waterfront Paradise! Escape to our home nestled along the serene waters, less then 3 miles from Bradenton Beach. This is not just a vacation; its an aquatic adventure waiting for you! - Private Boat Dock - Dolphin and Manatee Sighting! - Close to the Beach! - Fully Equipped Kitchen - Outdoor Oasis: Soak up the sun on your deck or cook out by the water! Stays of 28+ Days welcome on request!

4.96 out of 5 average rating, 283 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.

5.0 out of 5 average rating, 110 reviews

A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.

Home in Sarasota

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208

A private pool area is surrounded by palm trees and shaded by umbrellas. The inviting water reflects blue skies, while a colorful float adds a playful touch. Comfortable seating is arranged around the pool, creating a relaxed outdoor atmosphere.

4.89 out of 5 average rating, 192 reviews

AMI Beach Escape | Pool, Spa + Game Room | IMG

Stay just 5 miles from Anna Maria Island beaches at this amenity-packed Bradenton, Florida vacation rental! Enjoy a private heated pool, hot tub, game room, fire table, tiki hut, fenced backyard & gourmet coffee bar. Minutes to IMG Academy, GT Bray Park pickleball, Robinson Preserve, Manatee River & Downtown Bradenton. Perfect for an AMI beach vacation, family getaway, sports trip or Gulf Coast escape.

Popular amenities for hot tub rentals near Anna Maria Island

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

4.88 out of 5 average rating, 24 reviews

Luxury Canal Home + Heated Pool/Spa, Sleeps 12

4.95 out of 5 average rating, 20 reviews

Hidden Haven / Private Pool & Hot Tub

4.93 out of 5 average rating, 27 reviews

Heated Pool, Hot Tub, Game Room, Steps to Beach!

4.96 out of 5 average rating, 50 reviews

The Florida Rooms

5.0 out of 5 average rating, 11 reviews

Dock of the Bay by Duncan Real Estate

5.0 out of 5 average rating, 18 reviews

Anna Belle by Beach Boutique Rentals

4.97 out of 5 average rating, 75 reviews

Beach getaway pool, spa, mini golf, walk to beach

4.97 out of 5 average rating, 39 reviews

Manatee Sanctuary - in the heart of Anna Maria

Villa rentals with a hot tub

Villa in Indian Rocks Beach

Heated Hybrid Pool~Modern Beach House~Walk 2 beach

4.93 out of 5 average rating, 160 reviews

Superhost

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

4.8 out of 5 average rating, 10 reviews

5.0 out of 5 average rating, 12 reviews

Villa in Sarasota

The Palm Court Villa

Villa in Indian Rocks Beach

Beachfront Bliss! Directly on Gulf with pool!

5.0 out of 5 average rating, 43 reviews

4.92 out of 5 average rating, 12 reviews

A serene outdoor area features a newly renovated salt swimming pool accompanied by a jacuzzi. Lush greenery and tropical plants surround the space, offering privacy. A comfortable seating arrangement is positioned beside the pool, enhancing the outdoor experience.

Villa in Sarasota

Lautus Villa

4.98 out of 5 average rating, 64 reviews

Villa in Sarasota

Village Des Pins - 2 bedroom 2 bath villa

Superhost

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

4.95 out of 5 average rating, 60 reviews

4.88 out of 5 average rating, 69 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

Cabin rentals with a hot tub

5.0 out of 5 average rating, 5 reviews

1 Bedroom Cabin with Resort Amenities

Cabin in South Sarasota

5 star rated guest house on the water heated pool

5.0 out of 5 average rating, 4 reviews

Cabin in St. Petersburg

Family Fun Cabin with Pool Access - Sleeps 8

5.0 out of 5 average rating, 4 reviews

4.67 out of 5 average rating, 3 reviews

Cabin with Resort Amenities

4.33 out of 5 average rating, 3 reviews

Pet Friendly Cabin in Resort

1 bedroom cabin in Sun resort

Other holiday rentals with a spa

A vibrant blue house is surrounded by lush greenery, featuring a spacious front deck with a covered area. The yard includes a large tree and decorative stone edging, with kayaks visible nearby. The scene captures a bright and inviting outdoor atmosphere.

5.0 out of 5 average rating, 53 reviews

Destination Relaxation

4.86 out of 5 average rating, 7 reviews

New Listing! Sailfish Nest B – Your Island Retreat

4.79 out of 5 average rating, 34 reviews

Home in Bradenton Beach

Playa Esmeralda Home! And add a golf cart!

4.9 out of 5 average rating, 48 reviews

Ocean72 | Heated Pool & Spa | 2BR Near Beach

Superhost

5.0 out of 5 average rating, 3 reviews

Beach Escape | Heated Pool | Walk to Beach & Golf

Townhouse in Bradenton Beach

1-Min Walk to Beach | Anna Maria Island

5.0 out of 5 average rating, 29 reviews

5.0 out of 5 average rating, 28 reviews

Sunwashed Stone Villa | Pool • Mini Golf • Luxury

A well-appointed outdoor area features an expansive heated pool with a vibrant blue hue, surrounded by stylish loungers and an outdoor dining space. Soft lighting highlights the sleek architecture of the home in the background, with lush greenery enhancing the atmosphere.