Vacation rentals with breakfast in Sarasota County

Adorable Family Home Siesta, Lido & Downtown

Enjoy our Bright Open Floor Plan centrally located to downtown Sarasota’s dining & shopping as well as a quick drive to either Siesta Key, St. Armands, Lido Beach or Long Boat Key. Walk to Southside Village Restaurants & Shops, Sarasota Memorial Hospital & Arlington Park. Enjoy the weather, the beautiful neighborhood, access to Legacy Trail, dog park, outdoor fitness gym & public pool for a couple dollars a day! Fenced back yard oasis for barbecues & gas fire pit. local law limits to a 7 day min

Coastal Cottage near Siesta Key Beach

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)! We're pet friendly for furry friends under 50lbs!

Retro Glam 5 Min to Downtown l Couples or Besties!

Vintage charm meets pop glam ✨ Near the best Southwest Florida hotspots! ✅ Main Street, Downtown Sarasota 2 miles - 6 mins ✅ St. Armand’s Circle: 4.5 miles - 15 mins ✅ Lido Key Beach 5 miles - 15 mins ✅ Siesta Key Beach: 6 miles - 18 mins ✅ Downtown Bradenton 12 miles - 25 mins ✅ Bradenton Beach 14 miles - 30 mins ✅ Casey Key 16 miles - 30 mins ✅ Airport: Sarasota–Bradenton International Airport 6 miles - 12 minutes

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.

Coastal Retreat Near Beaches

Unwind at this cozy 5 bedroom coastal retreat, just minutes from Sarasota’s top beaches like Siesta Key and Lido Beach. Ideal for travelers, this home combines comfort and convenience. Inside, you’ll find a bright, airy space with coastal charm, a fully stocked kitchen, high speed internet with access to Wi-Fi, smart TV, and comfy beds. Step outside to a private backyard—perfect for morning coffee, evening drinks, or soaking up the Florida sun. Book now and enjoy the best of Sarasota!

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.

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

Vacation Paradise Close to Beach! After renovation

Totally remodeled fantastic vacation spot with a luxurious screened in private heated pool - this spacious house has all the amenities of home so you'll never want to leave! Just a quick 7-10 minute drive to the beautiful free public beach, 12 minutes to fun Siesta Village, and 20 minutes to St Armand's Circle with tons of shops and restaurants!

Waterfront Retreat, Heated Pool, Fishing

Step into your dream Florida escape! This 2021 gem offers waterfront living, a heated pool, and a treasure trove of amenities that'll make your heart sing. Dive into family fun by the water, relax in the heated pool, and indulge in a fully stocked haven designed just for you. ◈Experience Port Charlotte With Us & Learn More Below!◈

Port Charlotte Tropical vacation home

Welcome to this brand new vacation home in Port Charlotte!! Bring your whole family and relax in this beautiful city. 3 Bedroom 2 bath home is conveniently located 15 -35 minutes from finest beaches, Great restaurants, shopping and golf courses are in the area. Take advantage of visiting the Warm Minerals Spring Park.

Gulf Beaches Retreat

The whole group will enjoy easy access to Gulf beaches like Siesta Key, Nokomis, and Venice Beach . This home has coastal decor with a cozy vibe. You’ll love the cocktail pool and workout facility year round. Behind this retreat is a peaceful canal with a beautiful view of nature. This home is relaxing and welcoming.

10 mins to Lido Beach. Clean Villa w/ Patio+Grill

Welcome to our modern Sarasota retreat, just minutes from Lido Beach and a quick ride to downtown. With a gourmet kitchen, King beds, private patio, large backyard, and kid-friendly extras, it’s perfect for big families or groups ready to unwind, explore, and feel at home.