Holiday rentals with breakfast in Sarasota County

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Sarasota County

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Guest favourite

Home in Sarasota

4.95 out of 5 average rating, 59 reviews

Beach + Downtown! Saltwater Pool, Spa, Bikes

Unwind and relax at this stunning modern house located in a quiet neighborhood, minutes from Downtown Sarasota. This newly renovated 4 bedroom/3.5 bathroom is the perfect retreat for your family vacation. Enjoy our lush backyard with pool and grill, open-concept living room, chef kitchen, and kid's entertainment. Non-Toxic: 100% Natural and Scent-free cleaning products and UV sanitization are used for turnovers. For guests, we provide organic shampoo/conditioner/soap and filtered water & ice

9–16 Aug

$970 NZD per night

Guest favourite

Home in Sarasota

4.95 out of 5 average rating, 37 reviews

Flip off your flops at The Faded Oasis!

The Faded Oasis is a newly remodeled 3 bedroom/2 bath vacation home. Brand new with putting green in the backyard, 80 inch outside, so you can watch movies from the pool. Located in the upscale Gulf Gate community of Sarasota, FL -- just 2 miles from Siesta Key (the #1 beach in the USA). This beautiful home is ideal for families with kids or for groups of up to 3 adult couples (6 person max), and is close to numerous popular restaurants & shopping destinations and several golf courses close by

27 Aug – 3 Sep

$677 NZD per night

Guest favourite

Bungalow in Sarasota

4.94 out of 5 average rating, 128 reviews

West of Trail Home Near SMH, Siesta & Lido Key

This renovated, mid-century home - rarely available in Cherokee Park/West of Trail area - is safely situated among multi-million dollar homes and gorgeous large oaks. No need for a car with biking distance to Siesta Key, downtown Sarasota, Sarasota Memorial Hospital and Bayfront Park. Walk to Southside Village shops & restaurants, or Selby Gardens. Take a stroll in this walkable neighborhood to see the sun set over the water down the street. This 2/2 home makes for the vacation of a lifetime.

6–13 Dec

$911 NZD per night

Guest favourite

Campervan/RV in Sarasota

4.99 out of 5 average rating, 74 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

10–17 Jan

$227 NZD per night

Superhost

Home in Port Charlotte

5.0 out of 5 average rating, 5 reviews

HouseWithABoat: Boat + Heated Pool + Blue Water

If you are a boater, enjoy fishing and exploring waterways, House With A Boat is for you! This gem, on sailboat water, was completely remodeled with a new kitchen, new appliances, 3 new bathrooms, Smart TVs in every room, an EV charger and more. This home is being furnished with everything you would expect from us and when the dust settles this will be the best House With A Boat yet. Check our our other listings for reviews of our experience and to see what our homes look like!

2–9 Nov

$1,115 NZD per night

Guest favourite

Home in Port Charlotte

5.0 out of 5 average rating, 10 reviews

Ultimate Waterfront Retreat + Heated Pool

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. Don't miss out—book now and let us turn your getaway dreams into reality! This home does not come with a boat, but if boating is your jam, we can arrange a boat for one or multiple days at unbeatable rates!

19–26 May

$392 NZD per night

Guest favourite

Condo in Sarasota

4.82 out of 5 average rating, 33 reviews

LJ's Cottage 2

STEPS TO THE SAND - Welcome to your tranquil oasis on Siesta Key at our first floor 2 bedroom, 2 bathroom beach bungalow style cottage unit with plenty of room for family and friends. Enjoy the Siesta Key sands and famous Point of Rocks beach access just steps away. Relax in our expansive living/dinning room while watching large 60in TV's, perfect after a long day at the beach. The properties amenities boast private balconies, tiki hut, pool, hot tub, grill, and parking.

9–16 Sep

$799 NZD per night

Guest favourite

Home in North Port

4.97 out of 5 average rating, 70 reviews

Hot Tub, Game Room, Breakfast and Beaches.

Welcome home Atlanta Braves and Tampa Bay Rays fans! This home comes with grab and go breakfast for the first day of your stay. This family friendly home is equipped with a hot tub and a game room. BobcatBnB can be found on a quiet street only a short driving distance from some of the most beautiful beaches, parks, and trails in Florida. BobcatBnB is conveniently located between Miami and Tampa. It is driving distance from Ft. Myers and Sarasota airports.

7–14 Aug

$430 NZD per night

Guest favourite

Townhouse in Port Charlotte

4.94 out of 5 average rating, 99 reviews

FREE Breakfast!! 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!

30 Oct – 6 Nov

$430 NZD per night

Guest favourite

Home in Sarasota

4.98 out of 5 average rating, 40 reviews

Pool House Paradise

Located in the highly sought after Gulf Gate 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!

26 Jul – 2 Aug

$611 NZD per night

Guest favourite

Home in Sarasota

4.81 out of 5 average rating, 126 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!

1–8 Nov

$469 NZD per night

Guest favourite

Villa in Sarasota

4.92 out of 5 average rating, 71 reviews

"Relaxing & Private Retreat 8 Min. F. Siesta Beach

This is the perfect spot for those looking for a peaceful retreat with all the excitement just a stone's throw away! You'll be thrilled to know that the stunning Siesta Beach is only 8 minutes away and the vibrant downtown is just 6 minutes away. Get ready for an unforgettable adventure!

12–19 Jul

$437 NZD per night