Holiday rentals with a kayak in Vamo

Secluded 3R Pool Home Retreat Near Sarasota

Welcome to The Osprey Oasis, a private retreat surrounded by lush tropical landscaping and just minutes from Sarasota’s beaches, parks, and downtown. This newly renovated 3-bedroom home features a bright open layout, a gourmet kitchen with stainless steel appliances, and spa-inspired bathrooms. Outside, relax in your own backyard paradise with a heated pool, screened lanai, lounge chairs, outdoor dining bar, grill, and fire pit for cozy evenings. Perfect for families, couples, or small groups, t

Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

Charming Florida Cottage - Kayaks Included

Welcome to the Spanish Point Cottage! Our Old Florida style cottage is conveniently located within steps of some of Sarasota's most historic sites making it the ideal place to experience true Florida. Enjoy exploring Historic Spanish Point, kayaking to a secluded beach, walking to Historic Bay Preserve, watching the sunset over the Bay, fishing at Osprey Fishing Pier, walking to dinner all from your well appointed and peaceful oasis. There is no better place to experience true Florida living!

Waterfront w/ Pool, mins to SK Beaches, bikes/sups

WATERFRONT PROPERTY - View the Gulf in our waterside rocking chairs and lanai!! Everything you need for a vacation on Siesta Key is INCLUDED. Bikes, paddle boards and Kayaks all included - PADDLE TO A PRIVATE BEACH and Sandbar see pics --Private and quiet relaxing pool setting. This condo is only a half mile WALK to Turtle Beach and minutes to Siesta Key Beach and the village. You are walking access to the free Siesta Key trolley to the beaches, village shopping, restaurants and nightlife.

Florida Cracker Cabin on cattle ranch/Myakka River

We are located in Myakka City, FL, which is a short drive to Siesta Key and Lido Beach and Sarasota! Enjoy a peaceful stay in our newly built, unique, air-conditioned cracker cabin. The cabin sleeps 4 guests (2 adults comfortably and 2 children) and is located in the middle of our 1,100 acre working cattle ranch. Step outside and you are right on the Myakka River and can sit by the fire-pit at night and enjoy the sounds of nature. While your visiting, enjoy a kayak down the Myakka River.

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Water Access Retreat | Kayaks + Hot Tub

BNB Breeze Presents: Water Access Retreat! Nestled in the heart of Sarasota, Florida, Water Access Retreat is a delightful property that offers a serene escape with direct access to a nearby kayak ramp, making it the perfect base for exploring the stunning waters of Sarasota Bay. Step outside and soak up the Florida sun or unwind after a day of adventure. - Hot Tub - Two kayaks and direct access to nearby kayak ramp - Private yard and patio with outdoor seating - Smart TV - and More!

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. The Ringling Bungalow features a bright and airy one bedroom space; with a kitchen, bathroom, and a private deck overlooking Heron Lagoon. With a king-size bed you'll feel at home. The Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. The sofa turns into a queen size bed, allowing for a max occupancy of three.

Luxury Waterfront Home in Sarasota w/ Pool & Dock

Exclusive Amenities Include: • Private Heated Saltwater infinity-edge Pool & Spa • Canal front with Breathtaking Intracoastal Views • 4 Bedrooms - 2 Primaries with Ensuite Bathrooms for a total of 3 Full Baths • Outdoor Lounge Area - Private Heated Pool with Baja Shelf, Gas Grill & Outdoor Kitchen • Private Boat Dock • Dock Fishing • Free WiFi & HD Smart TV’s • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs, Cooler, & Cart

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Whisk your favorite person away to BayDreaming! Retreat to this quiet 1BR/1.5BA condo, just an 8‑minute walk from Turtle Beach. Perfect for couples, it offers a private deck with canal and Gulf views, a heated pool for sunset swims, two supyaks, and a plush king bed for cozy nights. Enjoy garage parking, beach gear, and a peaceful community. Whether you’re here to relax or reconnect, this coastal retreat blends romance with Siesta Key serenity.

Waterfront Home by Ralph Twitchell

Beautiful midcentury waterfront home on Phillipi Creek close to all that Sarasota has to offer. 5 miles to America's number 1 beach Siesta Key, and only a few short blocks from stores, nightlife, & other beaches. This quaint ​​getaway includes a kayak to enjoy the pure bliss of the calm ​​​​​waters of ​​Phillipi Creek as well as a game room including a pool table, foosball table, and a fireplace to lounge around and chat.​

New Pool Tropical Waterfront Dock & Optional Boat

Located on a highly desirable street, the house is perched high above Curry Creek offering spectacular water views from every room. The property includes a boat ramp to avoid the public launch. Three kayaks (two tandems and one single). Two miles from Nokomis Beach and only half a mile from The Legacy Bike Trail. You can do so many fun things, or just have a drink on the dock and watch the manatees. Pet Friendly