Holiday rentals with a fireplace near Anna Maria Island

Turquoise Gem 1st Floor

Private beach access! *Designer Renovation* Single level, 4 min walk to bright white quartz sand. Welcome to UPGRADED beach paradise featuring: NEW full Stainless-Steel kitchen, NEW cabinets and granite countertops. LUXURY bathroom with granite top vanity, oversized shower tile with glass Mosaic Inlay and full glass enclosure. 65 inch 4k Roku Smart TVs with Super Fast 1000 MbPs internet. Very Posh Bedroom, KING SIZE Memory Foam Hybrid Bed. Pull-out QUEEN Size Memory Foam Bed in the living room.

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High WiFi, Premium TV, Garage Parking, Private Beach, Pool & Spa.

The Florida Rooms

NEW POOL/SPA. Just 10 minutes from the beach, The Florida Rooms is a 3BR, 2BA retreat with NEW RESORT POOL & SPA, outdoor dining and living space, premium beds, rain showers, a full kitchen, and dining for 8. Extra sleeping includes a queen sofa bed and Pack ’n Play. Enjoy a pool table, ping-pong, board games, outdoor string lights, and a fire pit. We include beach gear—chairs, towels, umbrella, and wagon—for easy fun in the sun. Comfort, charm, and convenience await! Pool/spa heating included!

Near Anna Maria, LECOM & IMG—Renovated—Fenced Yard

This stylishly renovated bungalow blends classic charm with modern comfort. Features include a brand-new kitchen, 3 bedrooms, 2 bathrooms, deck, fenced yard (pet-friendly!), BBQ, fire pit & outdoor shower. Just 20 minutes from Sarasota Airport, it’s near Anna Maria Island’s award-winning beaches (Travel+Leisure Best Places to Travel 2024). Also enjoy proximity to downtown Bradenton, Sarasota, St Pete, Tampa, IMG Academy, LECOM Park & scenic kayaking, paddleboarding & hiking in local preserves.

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!

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

Pool, Game Room, Fire Pit, Hammock, Near AMI

Casa Sol is your private retreat just 10 minutes from the famous Anna Maria Beaches. Splash in your private pool, then head inside to the game room for family fun. 🛏️ 3 bedrooms+3 baths with smart bidet toilet 💦 Private pool w/basketball ⛱️ Beach gear, BBQ grill, kayaks & bikes 🔥 Firepit & hammock 🎱 Pool table, game console, lawn games 🛜 Smart TVs, Fast Wi-Fi 🐣 Crib & baby gear 🖥️ Office & workout space Dates are filling fast. Send us a message for special discounts

Villa Al Golfo Pristine Waterfront Oasis

Pristine villa in the lovely seaside Gulf town of Indian Rocks Beach, 2 short blocks to the beach & the Intracoastal in your backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio & your own indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam king bed & secured safe.

Casa de B.O.B ... Best on Beach

Welcome to Casa de B.O.B. (Best on Beach)! This is a recently remodeled, renovated, 2 bedroom (with 2 king beds), 2 bathroom condo with panoramic direct Gulf front views. Unit has newer furnishings, and is decorated with contemporary flair, a little local art and a bit of Rock-n-Roll edge. Unit has 2 Gulf front balconies - one off living area and another off master bedroom. Each opens up wide to view spectacular sunsets, crashing waves and jumping dolphins.

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...