Holiday rentals with breakfast in Siesta Key

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

MyCataleya Beautiful Florida Condo (Bradenton)

Lovely 2 Bedroom, 2 Bathroom condo in resort style community! 2 minute walking distance to club-house, bbq, spas, tennis courts and pools. Tiles in the living area and luxury vinyl floors in both bedrooms. The master bedroom has a king size bed, the second bedroom has two twins. Full-size washer and dryer in the unit. The unit is beautifully furnished with that Floridian feeling. The master bedroom and livingroom are equipped with a large screen smart TV. Free wireless internet access in unit!

Nottingham Beach Bungalow Near Siesta Key Beach!

Book your stay for Winter / Spring 2026 now! Booking November 26th through 2026! 28+ day stays get 30% discount! This cozy Nottingham Beach Bungalow is in a central location with a large fenced-in yard, new sunroom with vinyl windows & AC/outdoor-style living-room , and a backyard firepit for a relaxing evening, we are here to help you have an amazing experience on & off the beach! Situated in a quiet residential cul-de-sac, you are only a short drive to downtown, 10 min to Siesta Key beach.

BOOK Season! 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!

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

Beautiful Home in Gulf Gate 4 Miles to Siesta Key!

Beautiful, totally remodeled Gulf Gate Home 4 Miles To Siesta Key Beach. This home has beautiful natural light in every room and has been fully updated with a modern touch. Includes so many wonderful sitting areas: modern living room, screened lanai with dining table, Florida sunroom with amazing farm table and lounge sofa, outside patio with grill and chaise lounges. Walking distance to Gulf Gate Library, Gulf Gate Restaurants and Nightlife. No RVs, Boat, or Jet Skis are permitted.

Beautiful lakeview 2 bedroom 2 bathroom condo

Welcome to a private oasis with wi-fi connectivity Relax in the air conditioned Lanai with lake views Just 3 miles from the world-famous Siesta Key Beach & sunset This clean 2nd floor condo has ceramic tile floors throughout, open floor plan with large tv, master bedroom with king size bed and enclosed lanai with full view of the lake When the weather permits just open sliding doors on the lanai to enjoy the fresh breeze! Check out various birds, turtles in their private sanctuary

HOME HOME ON THE RANCH. SARASOTA FL.

My place is great for couples, solo adventurers, and business travelers. Who love the great outdoors and love nature at its best! Lots of wild life to enjoy including our horses, piggy Miss Daisy Mae, Chickens, and they will even share their organic eggs with you every morning 🐣All on our property. You are welcome to take photos to also share your awesome memories. Enjoy our fabulous sunsets!🌞walk our Canopy Roads, Myakka State Park, and The Crawling Museum. Entire home, Camper/RV

Lakefront Retreat:Heated Pool+Pickleball+Games+AMI

Welcome to Tree by the Sea, a private lakefront 5BR resort just minutes from AMI. Enjoy a heated pool, pickleball/basketball court, bocce/putting green, shuffleboard, and a sunset firepit lounge by the lake. Inside, relax in two game rooms, play on the Infinity Game Table, and unwind in coastal-themed bedrooms and the hammock grove. Perfect for families and groups. Designed for relaxation, connection, and play, Tree by the Sea delivers a true resort-style experience.

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!

Florida West Coast Get-Away

Enjoy Florida's beautiful West Coast in your own cozy, private apartment . One bedroom, living room, kitchenette with breakfast bar, attached bath with shower. Central air and heat. Free wi-fi. Private drive and gated entrance. Everything you will need is here just waiting for your arrival. You'll find this a beautiful place near everything you will need to enjoy your Florida vacation. Not available for guests with infants.

Havana #4 - 2br/1ba with Stunning Gulf Front Views

Beautiful Gulf front apt in a charming laid back neighborhood Accommodates up to six people - four people most comfortably. The beach access is just across the street. Perfect for family vacations Upstairs unit Fully equipped kitchen includes: free high speed wifi, free use of beach cruiser bicycles, portable beach chairs, pool/beach towels, gas bbq grill in the courtyard, daily maid service , washer and dryer on premises.