Holiday rentals with breakfast in Sarasota County

4.6 out of 5 average rating, 10 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.

5 out of 5 average rating, 3 reviews

Party Time: Large Chefs Kitchen, BBQ, Bounce House

Welcome to our family-friendly Sarasota getaway. Just 2 miles from downtown and 15 mins to Lido Beach, our home features a modern European farmhouse style with thoughtfully decorated rooms. Comfortable King Beds Smart TVs Toys + Games High-speed Wi-Fi A well stocked kitchen Game-filled garage. Bikes Beach Gear Coffee Bar Outside, relax in a shared yard with a gas grill, outdoor showers, and bounce splash pad. We’re a small family host who loves adding special touches to every stay!

4.96 out of 5 average rating, 23 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.

Top guest favourite

5 out of 5 average rating, 15 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, 26 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

Top guest favourite

Campervan/Motorhome in Sarasota

4.99 out of 5 average rating, 86 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

4.95 out of 5 average rating, 111 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!

Home in Siesta Key

New place to stay

Sunnyside Up Cottage - Walk to Siesta, Waterfront

Welcome to your dream getaway on Siesta Key! This beautifully appointed, fully renoavted 3-bedroom, 3-bathroom waterfront home offers the perfect blend of comfort, luxury, and island living. Nestled on a quiet canal just minutes from the world-renowned Siesta Beach, this private retreat is ideal for families, couples, or boating enthusiasts.

4.98 out of 5 average rating, 45 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!

4.93 out of 5 average rating, 27 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, 140 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!

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Popular amenities for rentals with breakfast in Sarasota County

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

Home in North Port

4 out of 5 average rating, 3 reviews

New house .4 beds,3 bedroom,2 bathroom .6 guests

MichelRating, 5 stars4 weeks ago

Super calm place to be

4.73 out of 5 average rating, 15 reviews

Beautiful Open Home Minutes to Siesta Key Beach

ChrisRating, 5 stars27 months ago

Had a great time staying at Erika's place, without any issues! The house was as described in the listing and the photos. The amount of space was great for several guests, and the provided desk / wifi was great for working productively in a remote fashion. The neighborhood and surrounding area is very walkable, and the area has an abundance of restaurants, grocery stores, whatever you might need while in the area. Communication was great throughout the stay when needed (basically only when checking in/out).

4.99 out of 5 average rating, 98 reviews

Siesta Key Beach Getaway

JulieRating, 5 stars2 months ago

I would highly recommend staying at this home. It is intuitively stocked as if the owners lived in it. I brought my own toiletries and kitchen supplies and toys, unknowingly that the home had everything a traveler would need. From the seasonings to the boogie boards and sand buckets, this house has what you need to experience, a beach house at its best. It is a well-located home. While my little kids were not able to walk to Shell or Siesta Beach, we were able to get to the beach within a short drive. The most memorable moment was being able to relax while my kids were out catching lizards, playing tennis, basketball or swimming in the pool all while I was cooking or reading from the luxury of the home. If there was one thing that varied from the photos, the kayaks were not available. The recent hurricanes have damaged the docks. I would return home in a heart beat if my job paide me more or gave me more time away :) Thank you Brett and Cyndi.

4.67 out of 5 average rating, 3 reviews

Tropical Escape, Sarasota!

KatinaRating, 5 stars3 weeks ago

We loved our stay. Would definitely book here again. Just me and the husband this time, but would be a great place to relax with friends and family by the pool. Nice, peaceful, and private. Lovely first impression on the drive up. It felt like staying a luxurious treehouse.

4.74 out of 5 average rating, 198 reviews

Relax with ease in a Florida breeze

SarahRating, 5 stars6 days ago

This was the perfect spot for us. It was comfortable and clean, and provided easy access to Nathan Benderson Park where my son was competing in a rowing competition. It is also only 20 minutes from Lido Key beach! Everything went smoothly and Alfonso was proactive and responsive.