Holiday rentals with a hot tub near Lido Key Beach

4.95 out of 5 average rating, 104 reviews

Flat in Longboat Key

Longboat Key-OCEAN FRONT- on the beach

My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

4.96 out of 5 average rating, 108 reviews

Apartment in Bradenton

A&A's Paradise near IMG & Anna Maria beaches

Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

4.96 out of 5 average rating, 173 reviews

Flat in Sarasota

ROYS PLACE Romantic, Private, Paradise!

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

4.97 out of 5 average rating, 325 reviews

Apartment in Siesta Key

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

4.98 out of 5 average rating, 181 reviews

Apartment 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.

5 out of 5 average rating, 103 reviews

Home in Bradenton

AMI Beaches + IMG Sports + Hot Tub & Pool!

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

Superhost

5 out of 5 average rating, 3 reviews

Seabreeze Serenity: Lido Key Poolside Paradise

Exclusive Amenities Include: • Private Heated Pool • In-ground spa • 3 Bedrooms, 2 Full Bathrooms • 2 King Beds & 2 Twin Beds, Sleeper Sofa (Sleeps 8) with linens provided • Spacious Outdoor Lounging Area • Free WiFi & HDTV’s • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs, Cooler, & Caddy Provided • Gas Grill

5 out of 5 average rating, 10 reviews

Private Pool, Spa, Rooftop Deck, Game Room & More!

What You Will Love: • Private Heated Pool and Spa: • Outdoor Kitchen: Perfect for outdoor dining and cozy evenings • Rooftop Deck: • Fenced Backyard: Includes a putting green for leisure • Luxurious Bedrooms: Four king beds and a queen with twin bunk • Patios and Decks: Multiple areas for outdoor seating • Two-Car Garage: Secure parking with EV charging • Dog-Friendly: Up to 25 lbs with a fee • Nature Park Access: Nearby trails and scenic beauty

4.91 out of 5 average rating, 311 reviews

Home in Bradenton

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

Superhost

5 out of 5 average rating, 4 reviews

Luxury Pool Home by Siesta/Lido

Stylish 3BR/3BA+office centrally located Sarasota home with private heated pool, spa, and fenced yard—just minutes to Siesta Key & downtown. A short bike ride to Arlington Park and Southside Village. Features upgraded kitchen, smart features and putting green. Bedroom not pictured has a bunk with a queen on bottom, twin XL on top. Perfect for families or couples looking to relax, work remotely, or explore Sarasota’s best spots

5 out of 5 average rating, 63 reviews

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