Holiday rentals with a fireplace in Holmes Beach

Luxury 3BD Beachfront Retreat with Heated Pool!

Sandy Bottoms Beach House is a luxury Gulf-front retreat where modern comfort meets Florida’s natural beauty. With three king bedrooms—each with its own en suite bath—this home is designed for families, couples, or groups seeking a premium beach getaway. Step through oversized sliding doors to a private patio with a heated pool, outdoor dining, and a direct trail to the sand. Spend mornings walking the shoreline, afternoons lounging by the pool, and evenings watching unforgettable Gulf sunsets f

Pool & Sports Court | Near Anna Maria + Beaches

Welcome to Sunny Oasis, a luxurious vacation home with easy access to Bradenton’s local attractions, including beautiful beaches. The incredible property features a heated pool and is the only one in the area with a private pickleball/basketball court. Other modern amenities and decor make this the perfect place for your next vacation. Bradenton Beach - 10 Min Drive Riverwalk - 10 Min Drive Anna Maria Island - 10 Min Drive IMG Academy - 10 Min Drive Sarasota - 20 Min Drive Learn More Below!

Heated saltwater pool home - turf putting green

Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

NEW saltwater pool/spa! Free pool heat!

Spend your days playing in the pool and soaking up the sun at this coastal escape! The huge screened lanai includes a pristine heated saltwater pool with a spillover spa and sun ledge, and large covered outdoor living and dining space. The updated 3 bedroom, 2 bath interior is bright and spacious, with a lot of natural light and nearly every room flows out to the pool. Located in a quiet neighborhood with quick access to AMI beaches, IMG, walking trails, parks, shopping & restaurants!

Beach Retreat•Renovated Pool Patio•Near Siesta Key

Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

Island Palm*hotel style suite*only 5 miles 2 beach

Completely private hotel style suite Queen bed with 4 inch memory foam topper. Weekly& Monthly Discounts Two guests MAX (including children) Guest suite Quiet neighborhood Quiet hours are 10 pm –9 am Off street parking - free Fabulous beaches just 5 miles from location St. Pete Pier, Busch Gardens, Adventure Island, Sunken Gardens, Clearwater Marine Center, Florida Aquarium, Dali Museum, & much more! Bay Pines Memorial Park, Seminole Lake Park FOR HEALTH REASONS NO ANIMALS!

SLeePs 18-JaCuZZi-2kingSuites-Pickleball-2babyCrib

We sleep 18 AND 2 baby crib MESSAGE ME FOR ADDITIONAL INFO 5 BEDROOMS!!! NEW PICKLEBALL COURT- new mini golf course- Kids playground- Hot tub- bunks with tube slide- Arcade room- pool table and more! ▪️2 Game Rooms ▪️2KingSuites ▪️7 miles to Beach ▪️Blackout curtains ▪️BabyMonitor▪️Crib AND Pack N Play ▪️HighChair ▪️beach chairs▪️pool table▪️hot tub ▪️pickleball▪️RokuTV’s▪️Self Checkin ▪️AirHockey ▪️Grill ▪️FirePit ▪️Washer/Dryer ▪️Coffee Bar▪️Cable ⭐️No Checkout List⭐️

Island Oasis Retreat

Enjoy resort-style living on a palm tree-lined, bay-to-beach property with access to a big heated pool, tennis, pickleball, shuffle and bocce ball courts, BBQ grills, picnic tables and kayak launch. Stylish and spacious corner unit on the top floor. Screened balcony with a wonderful water view. Amazing water view from the living room as well. King bed in the bedroom. Queen sofa bed in the living room. New 65" Roku TV. New kitchen appliances and bathroom fixtures.

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...