Holiday rentals with breakfast in Sarasota County

5 out of 5 average rating, 5 reviews

Nottingham Beach Bungalow

This cozy Nottingham Beach Bungalow is in a central location to enjoy the best of Sarasota! 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 few minutes drive to all of downtown Sarasota, 10 min to Siesta Key beach, & walkable to Trader Joe's, Walt's Fish Market & stores etc.

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Beach House Fun: Hot Tub, Bounce House, Grill

Spacious 5BR, 2.5BA family-friendly home in Sarasota! Sleeps 12, just 15 mins to Lido Beach & 2 miles from downtown. Features king beds, nursery w/ crib, large dining table, 2 TV lounges with Netflix/Amazon/Apple TV, premium self-serve fridge, and kid’s toys/games. Our yard features a hot tub, gas grill, double outdoor showers, and optional kids’ splash pad/bounce house. Pet-friendly! Perfect for families, groups & beach getaways. Book our sister house next door for larger groups—message us!

4.94 out of 5 average rating, 18 reviews

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.

5 out of 5 average rating, 14 reviews

Tranquil Pool Home Minutes to Siesta Key

Welcome to The Summer Breeze Cottage! This adorable pool home offers everything you will need to have an amazing vacation in one of the most sought-after travel destinations! So, if you are ready to take a plunge in the private pool or relax poolside sipping a cool drink as you enjoy time making memories with family and friends, then this is the place for you! And when you're ready to explore you are minutes to Siesta Key Beach as well as the shops and restaurants of Gulf Gate Village.

4.96 out of 5 average rating, 23 reviews

Apartment in Sarasota

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

Campervan/Motorhome in Sarasota

4.99 out of 5 average rating, 84 reviews

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

4.66 out of 5 average rating, 32 reviews

Tiny home in Venice

Ramblers Rest Resort* Pool Fishing Boat Dock Bike

This 1 bed/1 bath Park Model/Tiny Home is 400 sq.ft. with lanai located in Ramblers Rest RV Resort in Venice Fl . Fully furnished and Sleeps 4! Located on the Myakka River - this park is full of amenities - A shared pool and hot tub , kids waterpark, billiards, fishing with boat dock & ramp, ping pong , fitness center, biking, laundry facilities , grills, & playground! Perfect place to enjoy the park as well as explore the historical Venice area!

Townhouse in Port Charlotte

4.94 out of 5 average rating, 108 reviews

Exotic Escape home! w/ Heated Pool & Luxurious Spa

Discover a relaxing, tropical lifestyle on Florida's Gulf Coast. Located in the center and boarder of North Port and Port Charlotte you are close to shopping, beaches, restaurants, game fishing, dinner theaters and golf courses. This home is the perfect combination of quiet beauty, lively activity and friends to share it with. So look no further! We have your perfect get away!

4.98 out of 5 average rating, 42 reviews

The Gecko House

Located in the highly sought after Gulf Gate Estates neighborhood, 2 miles from Siesta Key, this home is sure to turn your moments into memories! This 4 bedroom, 2 bathroom home features on open floor plan, granite countertops, stainless steel appliances and updated bathrooms. The yard is fully fenced, so feel free to bring along your pets!

4.92 out of 5 average rating, 25 reviews

Home in Port Charlotte

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!◈

4.81 out of 5 average rating, 139 reviews

Vacation Paradise Close to Beach!

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!