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Family Hot Tub Villa w/ Fire-pit + Outdoor Lounge

Welcome to our bright and family-ready Sarasota home, just 15 minutes from Lido Beach and 2 miles from downtown. With 5 bedrooms, a nursery, 2 TV lounges, and hot tub, there’s room for everyone to relax, play, and reconnect. We are a local Sarasota family who loves hosting guests from around the world. Happy to give you our insider tips on best places to eat and drink, secret beach parking, and where to take the kids to the coolest playground. Public teacher discounts available. Message us!

Lakefront+Htd Pool+Pickleball+Arcade+Firepit+AMI

“This house is truly a little slice of paradise.” — Galena, 2025 Wake up to lake views, spend your days poolside, and your evenings by the fire pit watching the sun melt into the water. Tree by the Sea is a 5BR lakefront retreat minutes from AMI, designed for friend & families to unplug, play, and reconnect. Pickleball and Bocce matches, putting green practice, corn hole games, shuffleboard, arcade game-room nights, coastal calm, barefoot mornings, and memories that linger long after checkout.

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

A Piece Of Sunshine to Enjoy!

Beautiful two bedroom, two bathroom home on a dead end road completely fenced and gated it has a pull out couch, full kitchen, dining room, laundry room, and plenty of space to spread out. Located just 10 miles from Bradenton beach and minutes to Anna Marie island from there. 15 miles to Siesta Key Beach. Sarasota airport is 5 miles away, and Tampa Airport is 47 miles away. There are plenty of places to dine out and plenty of places to visit locally. Ideal space for enjoying time with family.

SeaScape

SeaScape is a 2 bed/2 bath fully furnished located within Fisherman's Cove RV Resort on the Terra Ceia Bay. The interior design incorporates artifacts and treasures found within the Bradenton Beach .Swimming, fishing, kayaking, paddle boarding, playing pickleball, are some of the ongoing activities at our resort and the surrounding 2,000 acre aquatic preserve. Near: Tampa, St. Pete, Anna Maria Island, Bradenton, Sarasota Children under the age of 7 are not permitted to stay in the SeaScape

Charming Downtown Gulfport Two Bedroom

You will fall in LOVE with area being so close to everything. Relax/enjoy Gulfport FL at this centrally-located adorable Backhouse Bungalow. 5-min walk to downtown Gulfport, 15-min drive to downtown St Petersburg, 10-min drive to St Pete Beach. Entire house is yours with a complete kitchen, full bath, A/C, high speed WiFi (250mbps), private entrance and all amenities of home. New queen bed and two twins. Off street parking. We have plenty of secret spots to recommend. Longer stay possible.

Upscale 2BR House w/Private Yard & Parking

Bring your loved ones to this spacious abode with room for everyone to enjoy. With 2 comfortable bedrooms and a living room sofa bed, this home comfortably accommodates up to 5 guests. Unwind in the private, backyard or take advantage of the convenient parking in front of the unit that fits two cars, The shared washer and dryer add to the ease of your stay, and the home's prime location - just a 10-minute drive to Downtown St. Pete and 12 minutes to St. Pete Beach - is sure to please.

Coastal Cottage near Siesta Key Beach

Book your Spring 2026 getaway now! Welcome to Robinhood's, Lil John Coastal Cottage! Cozy & modern, it's a perfect get-away! With a large fenced yard, outdoor dining table & umbrella for 4, a screened in porch area, & firepit for relaxing evenings, you will have an amazing Sarasota experience both on and off the beach! Located on a quiet cul-de-sac street. that is walkable to restaurants, shops, grocery stores, and right across the bridge from Siesta Key (5 miles to the beach)!

Tropical Escape, Sarasota!

Discover Real Florida, UP CLOSE! Unique and tranquil. Enjoy nature & everything Sarasota! • Refreshing breezes: private wrap-around deck • Pets welcome* • Comfortable beds, Towels, Bedding • Fully equipped kitchen • Beach gear, Crib, Bikes • 1st day cont. breakfast • Boat/truck/RV* • Air conditioned, hot water • Special occasions* • EV Charging Station* • Secluded, yet close to Beaches, Parks, Shopping, Dining • Pool & fitness • Sleeps 1-12 • 1400 ft.² * Fees apply

Peacock Way by Duncan Real Estate

Welcome to Peacock Way! This lovely 1 bedroom duplex side is tucked away on quiet Peacock Lane for a fantastic island getaway with a private pool. The ground level cottage style rental offers a spacious living area with fully equipped kitchen and bistro breakfast area. The property sleeps a total of 4 featuring the king bedroom and the living room sofa that can convert into a full size sleeper. Enjoy all new furnishings after the recent complete remodel!

Trophy Fish at the Oasis

Welcome to the "Trophy Fish," a private oasis where resort-style living meets relaxation and fun. Set on a lush half-acre, this retreat offers an in-ground pool and spa, fully equipped outdoor kitchen, putt-putt golf, cornhole, a fire pit, and a 85' TV with extendable arm for movie nights under the stars and views from the pool. Sonos speakers set the perfect soundtrack inside and out. 4 bedrooms, 3 full baths including the outdoor bathroom and shower.

Cozy Bay Marina Cottage #1

Cozy cottage in the peaceful and quiet neighborhood of Old Southeast. A minute walk over to Lassing Park offers spectacular eastern waterfront views of Tampa Bay. A welcome gift of wine and local beer awaits your arrival. The fridge will also be set for your first morning with eggs, bread, juice, water, and other surprises. The kitchen has all the necessities you need to make your home cooked meals pop with spice (provided).