Holiday rentals with breakfast near Anna Maria Island

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

Blue Tide Bungalow

Relax & Play in Paradise – Family Retreat with Pool & Hot Tub and firepit in Bradenton, FL Welcome to your Bradenton getaway! Whether you’re here for the beaches, the ballfields, or simply a warm-weather escape, you’ll feel right at home the moment you arrive. This stylishly furnished 4-bedroom, 3-bath home comfortably sleeps 8–10 guests and offers everything you need for a relaxing and memorable stay. From coffee by the pool to sunset cocktails around the fire pit, no detail is overlooked.

Tiny House Downtown St.Pete: Surprisingly Spacious

Tiny House is located only 3 blocks away from the Art District on Central Ave and John Hopkin's All Childrens. You will be impressed by how much space and storage Tiny House offers! The cozy decor invites you in to charming St. Petersburg with a warm sunshine filled hug. We have curated this Tiny Home for you all to enjoy St. Pete through local art and making this your home away from home. We hope you love our comfortable beds, various coffees, and our beautiful neighborhood. Adventure awaits!

BeachHouse:Sleeps 13:Ocean View:Spa:Rooftop Deck

☀️ This 4bdrm/4bath house is perfect for large groups or entertaining. Sleeps 14!!! 3 King beds and 2 bunkbeds (3 Twin, 1 Full), Trundle, & Pullout Sofa. Each room has its own private marble tile bathroom. Go upstairs to the Pool table room with built in bar. Then to the 3rd story Rooftop deck for sunbathing and sunsets. Backyard includes a firepit, 12 person swimspa, putting green, outdoor shower, grill, bikes, & beach amenity shed! Mere steps to the beach itself. Spacious & newly renovated!

Serene French Country Cottage near everything

Unwind in this rustic French extra Cosy Cottage w/ Unique Decor in Charming, Artsy Dunedin. Fenced in yard. Free Parking & Wifi. CENTRAL LOCATION Close to Clearwater Beach, Honeymoon Island. Short walk to Downtown Dunedin, Pinellas Trail, Blue Jay Stadium & Beautiful sunsets! Perfect location for Walkers, Runners and Bikers! A quiet and serene place in a very convenient location for quality shopping, dining, sunsets, nature explorations and beaches! A short walk or Uber away from everything!

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

Apollo Beach is your getaway destination!

Receive a $25 gift card when you book this Tampa luxury private retreat. Just minutes from Apollo Beach Nature Reserve, Manatee Viewing Center, Downtown, Riverwalk, Busch Gardens, Florida Aquarium, & more! The perfect spot for family & friends, to relax or if you just want to enjoy a great chartered fishing trip sightseeing shopping and let's not forget our beautiful beaches Apollo Beach is just minutes from the interstates for quick easy access for whichever direction you want to travel

SIP & RELAX SPECTACULAR SUNSETS CLOSE TO SIESTA

Walk the No 1 beach in America, watch dolphins, wake up to sunny blue skies and the breeze from the bay. Watch spectacular sunsets daily whilst sipping your cocktail. Host your destination wedding - additional arrangements & cost. Located on the inter coastal waterway, a peaceful cul da sac & neighborhood close to Siesta Key. Gaze at the water & garden, spot the dolphins & birdlife. Close proximity to fabulous restaurants, boat/kayak rentals, Siesta Key, Downtown, & St Armands Circle.

LJ's Cottage 2

STEPS TO THE SAND - Welcome to your tranquil oasis on Siesta Key at our first floor 2 bedroom, 2 bathroom beach bungalow style cottage unit with plenty of room for family and friends. Enjoy the Siesta Key sands and famous Point of Rocks beach access just steps away. Relax in our expansive living/dinning room while watching large 60in TV's, perfect after a long day at the beach. The properties amenities boast private balconies, tiki hut, pool, hot tub, grill, and parking.

Seminole Heights Riverside Paradise w/Pool

Wake up on a quiet bend of the Hillsborough River, where glassy water, towering live oaks, and golden sunsets create a setting that feels both calm and connected. Isla de Dij offers a thoughtfully designed riverfront stay just minutes from downtown Tampa—ideal for work trips, weekend escapes, or anything in between. For those looking to elevate their stay, optional experiences like kayaking, paddleboarding, and sunset cruises are available on the water.

83rd St Villas West by Duncan Real Estate

Welcome to 83rd St Villas West! A stunning ground-level vacation villa just a 6-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen with Cafe appliances, ample counter space, cook top and oven, extra-large fridge/freezer making meal prep a breeze.

AMI Oasis Pool, Spa, Golf Cart, Putting Green

This fully updated spacious property sports a Tiki Bar by the heated pool, large kitchen, 4 bedrooms with a total of 8 beds and 4 bathrooms, a large second floor entertainment room with foosball, and a tv setup. Try your golfing skills on our brand-new putting green. Then take a ride on a beautiful 6-seater golf cart included with your rental *For confirmed reservations created on May 01/2026 or later.