Home > Vacation Rentals > Sarasota

Sarasota Vacation Rentals, Hotels, Motels and Resorts in Siesta, Lido and Longboat Key

Find the best prices for Vacation Homes, Condo Rentals and Hotel Accomodations in Sarasota

Sarasota has a small town feeling while offering an active downtown and theater district and many attractions for a family vacation. Book your resort hotel on Longboat Key, Lido Key or Siesta Key beach, which offers "the whitest, finest beach sand in the world."


Search for Vacation Rental Homes or Hotels

           
Best Prices Booking


Vacation Places To Stay We have chosen to partner with Booking.com to offer travelers the best choices for vacation properties - No Booking Fees, Last Minute Room Availability, 2,146,000+ hotels, apartments, villas, condo rentals and more....

Rentals in Sarasota, FL

Don't know Where To Stay? Select your destination and search for discount accommodations.

If you don't see your travel destination, just type it in the box and search for hundreds of Hotels, Resorts, Motels, Homes, Villas or Condos and more!

Cheap Hotels Sarasota, FL

Trying to save money on your vacation? VacationPlacesToStay.com has great deals and low prices on vacation rentals & hotels, Best Price Guaranteed.

Save when you book directly online for last minute deals with 3 to 5 Star Resorts, Inns, Hotels and more!


Search many beachfront Vacation Rentals & Cottages in Sarasota

Book Your Vacation Homes Directly Online Here and Save!

We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Sarasota, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Sarasota condo

1722 Starling in The Landings

Snowbird rental at The Landings in beautiful Sarasota

Snowbirds, looking for the perfect Florida vacation retreat in Sarasotaâ??s most desired gated waterfront communities? Perfect, newly renovated three Bedroom, two Bath Coach House in The Landings is waiting for you! As you enter this beautiful condo ....

3 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Sarasota, FL

View Vacation Home

Sarasota house

Sapphire Cottage

NEW LISTING! Renovated and unique cottage minutes from downtown, WiFi included!

Enjoy a memorable Sarasota vacation at this eclectic cottage with unique art pieces throughout the inside and outside. Nestled among the palm trees, this charming retreat offers central A/C, a private washer and dryer, and cable TV. There's also a pa ....

2 Bedroom(s) 3 Bath(s) Vacation Rental
Sarasota, FL

View Vacation Home

sarasota condo

Bay Tree Club

Beautifully kept Gulf view condo in Siesta Key

This beach front condo, in beautiful Siesta Key, is very well kept and has been nicely decorated. Located in a quiet area of the island, this end unit has lots of natural light. The condo parking space is in front of the apartment and the beach caban ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
sarasota, FL

View Vacation Home

Sarasota house

Home away from home

YOUR HOLIDAY HOME! Stylish Villa Near Siesta Beach, #1Beach in USA.

2 bedrooms, 2 baths, patio, garden, garage. Light and comfortable property just 2 miles away from famous Siesta Key Beach. Pool and a hot tub are a few steps away, as well as tennis courts. Webber grills at the Club House offer a fantastic opportunit ....

2 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 4
Sarasota, FL

View Vacation Home

Sarasota townhome

SK private beach access

Siesta Key private beach access

Why stay in a cramped hotel "suite" when we have a beautiful, 2500 square foot townhouse only steps from the beach? Come enjoy our spacious 3 bedroom beach townhouse located among the resort community of Sara Sea Circle with direct, private beach ac ....

3 Bedroom(s) 3 Bath(s) Townhome - Sleeps 8
Sarasota, FL

View Vacation Home

Sarasota apartment

Unit 2 Plover

SunWay Suites Unit 2 Plover

Please visit our other three one and two bedroom units. SunWay Suites Unit 2 Plover is a great little get away for one to two people wishing to spend time in Sarasota. It is a newly updated 1 bedroom, 1 full bathroom 550 square foot apartment with sc ....

1 Bedroom(s) 1 Bath(s) Apartment
Sarasota, FL

View Vacation Home

Sarasota condo

Ashton Lakes

Your new vacation home in Paradise!

Ashton Lakes is situated on 33 acres with 4 lakes, two pools and two tennis courts. Free WiFi with expanded cable included. Garbage, water,electric also included. NO EXTRAS! Complete kitchen,all linens beach chairs and towels. King bed in master. Hi ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
Sarasota, FL

View Vacation Home

Sarasota condo

Vacation Home

Great VALUE! Winter on SALE!!!HIGH-SEASON SPECIAL, DO NOT MISS IT!!!!!!!!!!!!

Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! My fully equipped condos are good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). SIEN ....

1 Bedroom(s) 1 Bath(s) Condo - Sleeps 2
Sarasota, FL

View Vacation Home

Sarasota condo

Vacation Home

Upscale, Pristine Penthouse with Full Waterview, short and long term rentals.

***Seeking full month of January and April renter*** Harbor Towers is located on the Intracoastal waterway, across the street from Crescent Beach, on of the worlds finest beaches. On the property, which is pristinely kept are tennis courts, swimmin ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
Sarasota, FL

View Vacation Home

Sarasota condo

2/2 Bayside T Model (316)

Unit 316 - 2 Bedroom 2 Bathroom Bay Side Interior Condominium

This second floor 2-bedroom 2-bathroom condominium is located on the Bay side of our property. This unit requires a five night minimum stay. The Bay side has a pool, hot tub and charcoal grills. It is also a very short stroll to the Gulf side part ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Sarasota, FL

View Vacation Home

SARASOTA house

Siesta Key Pool House

Siesta Key Pool House 3 Miles from the Beach

The house is located within 10 minutes drive from both downtown and Siesta Keys beach, and about 20 minutes drive from Lido beach. You can easily access world class beaches, the heart of the theater and arts district, fine dining and the lifestyle th ....

7 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 12
SARASOTA, FL

View Vacation Home

Sarasota condo

Central Park Bayou

NEW LISTING! Charming condo w/ shared pool, hot tub, tennis courts & more!

Enjoy this beautiful condo in a gorgeous downtown community, featuring great amenities such as a shared pool, hot tub, tennis courts, and even a gym and fitness facility. The condo is fully equipped with a kitchen for easy meal preparation and there ....

1 Bedroom(s) 1 Bath(s) Condo
Sarasota, FL

View Vacation Home

Sarasota house

Sarasota Vacation Rental

Perfect 3/2 home! West of the trail, 10 min to downtown SRQ.

Fully remodeled 3 bed/2 bath 2 car garage Sarasota home. Located near the Ringling Museum and airport, WEST of the trail! Less than ten minutes to downtown and you can literally walk to the Sarasota Bay to watch the sunset each night. New king matt ....

3 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 6
Sarasota, FL

View Vacation Home

Sarasota condo

2/2 Tower Gulf View Ne (065)

Unit 65 - 2 Bedroom 2 Bathroom Condominium With Partial North View

This two bedroom, two-bath condo is located on the sixth floor of our Grand Tower and has been recently renovated. The amazing gulf views from this unit allow you to enjoy Siesta Key's gorgeous sunsets! Because of our location, it is only a few ste ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Sarasota, FL

View Vacation Home

Sarasota house

Vacation Home

Gulf Gate: Designer 3/2 split plan, 4 min to Siesta Lg yard for dogs to run/play

Sleeps 6. Light and Bright 1740 sq. ft. Just renovated Mid-Century Coastal Modern Split plan. Totally new bath rooms, closets, floors and paint. King bed in master bedrm., Queen in 2nd bedrm. and sleeper sofa 3rd bedrm./office. Updated kitchen with g ....

3 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 5
Sarasota, FL

View Vacation Home

Sarasota villa

Timberwoods Vacation Villas

Your Home Away From Home!

Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! Famous Siesta Key is just 2 miles away! Loca ....

2 Bedroom(s) 2 Bath(s) Villa - Sleeps 4
Sarasota, FL

View Vacation Home

Sarasota house

Vacation Home

Large 2000sqf Fully Remodeled Pool House! 30%OFF

Relax in the neighborhood's largest rental villa, situated in a quiet secluded area of Sarasota. House has a 32' pool with a nice outdoor area for relaxing, grill is also available. If you are looking to unwind in the sun, then look no further than ....

4 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 8
Sarasota, FL

View Vacation Home

Sarasota condo

Vacation Home

WALK ACROSS TO BEACH OR STROLL TO ST. ARMANDS CIRCLE- 1 BDRM 1 BATH

Are You a Beach lover? The beach towels and chairs are ready for You! We recently purchased this gem- and it will be available for December, January & February. I will rent December alone, and January with February. Excuse the bareness of the ro ....

1 Bedroom(s) 1 Bath(s) Condo - Sleeps 4
Sarasota, FL

View Vacation Home

Sarasota studio

Vacation Home

Sarasota Bay Waterfront Private Room @ Ramada

1st floor walk-out on the water side and beautiful sunsets! Freshly furnished in a modern style with a queen sized luxury mattress and tons of storage space. Enclosed shower. On property amenities include heated swimming pool, exercise room, on-site ....

1 Bedroom(s) 1 Bath(s) Studio - Sleeps 2
Sarasota, FL

View Vacation Home

Sarasota house

Beach Amore Lido

Beach Access, St Armand's Circle, Prime Location Private Home, Fire Pit sleeps 6

Location! Location! Location! First Time as Vacation Rental. Special Intro Prices til Christmas! Original Florida Beach Bungalow completely transformed to today's high end standards is located One House from the Beach Path thru N.Polk Park on ....

3 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 6
Sarasota, FL

View Vacation Home

Sarasota condo

Fisherman's Cove B109

Welcome To Our 2B/2B Beach Getaway That Is A Home Away From Home!

Enjoy your home away from home on the peaceful Siesta Key. This great 2 bedroom 2 bath is only a walk out of the back door to the beach. Enjoy seeing the newly made turtle nests or dolphins playing in your backyard. Located just off Turtle Beach at ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Sarasota, FL

View Vacation Home

Sarasota house

Vamo Villa With Kayak

Super South Sarasota Location minutes to Water, Dining and Shopping

Vamo Villa, 1739 Joyce St, (NOW WITH JAN AVAILABILITY DUE TO CANCELLATION) is a 2 bedroom 1 ½ bath home, with beautiful, original terrazzo floors. It has just been refreshed with butcher block counters, new sink and paint. It is decorated in a vi ....

2 Bedroom(s) 2 Bath(s) Vacation Rental
Sarasota, FL

View Vacation Home

Sarasota house

2/2 Bayside T Model (349)

Unit 349 - 2 Bedroom 2 Bathroom Bay Side Interior Condominium

This second floor 2-bedroom 2-bathroom condominium is located on the Bay side of our property. The Bay side has a pool, hot tub and charcoal grills. It is also a very short stroll to the Gulf side part of our property which has another pool, two te ....

2 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 6
Sarasota, FL

View Vacation Home

Sarasota condo

Vacation Home

LIDO BEACH CONDO 1BR/1.5 BATH, STEPS FROM BEACH, WALK TO ST ARMANDS CIRCLE

Newly listed. 1 Bedroom, 1 full bath and one half bath, 4th floor condominium with screened in balcony and partial water views. Recently remodeled kitchen. King bed in bedroom. Queen pull out couch in living room, which is surprisingly comfortable ....

1 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
Sarasota, FL

View Vacation Home

Sarasota condo

Siesta Palms by the Beach

Siesta Palms by the Beach, 2Br/1B Majesty Palm #2C

Our Siesta Palms by the Beach building just completed a total renovation including new kitchens with stainless steel appliances and quartz counter tops, new bathrooms, 20â?? porcelain tile throughout, new windows & doors, furniture and flat screen TV ....

2 Bedroom(s) 1 Bath(s) Condo - Sleeps 4
Sarasota, FL

View Vacation Home

Sarasota condo

1/1 Tower Gulf Front W (072)

Unit 72 - 1 Bedroom 1 Bathroom Condominium With Full Gulf Views

This newly renovated, one bedroom one bathroom gulf front condo is located on the seventh floor of our Grand Tower Building. The views of the Gulf of Mexico from this condominium are perfect for watching evening sunsets! Because it is located in th ....

1 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
Sarasota, FL

View Vacation Home

Sarasota condo

Vacation Home

Sunny Lido Beach Condo

1 Bedroom, 1 Bath condo with everything you need for a trip to the beach! Clean, bright and airy condo with a heated pool and King bed. Sofa bed in the living room allows for 4 guests total. Fully equipped kitchen, beach towels and chairs with a beac ....

1 Bedroom(s) 1 Bath(s) Condo - Sleeps 4
Sarasota, FL

View Vacation Home

Sarasota house

Sarasota All Inclusive Executive Rental

Sarasota All Inclusive Executive Rental

Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is a 1000 square foot n ....

3 Bedroom(s) 2 Bath(s) Vacation Rental
Sarasota, FL

View Vacation Home

Sarasota cottage

Turquoise Cottage

NEW LISTING! Vintage cottage in Historic District w/ yard, near downtown

This beautiful and updated 1926 cottage offers a bit of Old Florida style and is nestled away among the palm, mango, and jacaranda trees. This home 's full kitchen comes equipped with stainless steel appliances as well as an antique Hoosier cabinet. ....

2 Bedroom(s) 1 Bath(s) Cottage
Sarasota, FL

View Vacation Home

Sarasota condo

Tower 0210

Treat yourself to the finer things in life!

Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath fully furnished Gulf Front vacation rentals on award winning Crescent Beach. Siesta Key is famous for beautiful turquoise water full o ....

2 Bedroom(s) 2 Bath(s) Condo
Sarasota, FL

View Vacation Home


© Reservations Direct, Inc. - Tampa Bay Vacation Rentals, Hotels & Places To Stay

About Us - Privacy - Popular Destinations - Top Florida Getaways