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Vacation Rentals & Apartments in Sarasota

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1,508 apartments

Walk to beach & St Armand's Circle !!!

Sarasota guest house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$180

Charming cottage, gateway into world famous siesta key beaches

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 2 minutes

Price per night from

$126

Great location! Modern and Stylish Condo on Lido Key! Short walk to beach

Lido Key condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 56 minutes

Price per night from

$144

Cosy cottage close to Downtown Siesta Key Beach and Golf courses

Sarasota house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 57 minutes

Price per night from

$138

Fr $490/wk 2BR/2BA condo nr. Siesta Key WIFI, gym, pool, king bed

Sarasota condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 59 minutes

Price per night from

$172

~ Cozy Apartment Close to Siesta Key ~

Sarasota apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 43 minutes

Price per night from

$68

Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Very comfortable lodgings” Loads of extras in this unit. Well cared for, updated very nicely. Disappointed that the large deck was taken out of service, possibly for a year! It seems to me that usage could have been sustained by posting signs that caution all users to wear appropriate foot-ware on the deck at all times, and to avoid running or playing on the deck. Also the deck restoration could be tackled section by section so as to retain the use by all tenants and owners.

Responds fast! avg. 2 hours 58 minutes

Price per night from

$277

Pinecrafts Edge ~ 15 Minutes To Beaches ~ Sleeps 6

Sarasota house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 27 minutes

Price per night from

$157

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 5 minutes

Price per night from

$115

STEPS TO LIDO BEACH & ST. ARMAND'S CIRCLE

Lido Key apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$172

Guest Cottage, clean, convenient and remodeled.

Sarasota cottage

/ 1 bathroom / sleeps 2

“Charming studio in lovely quiet neighborhood with fenced in private outside area.” This studio has everything you'll need. It's located in a beautiful neighborhood, great for walking. There's a small park just down the road a couple of blocks where you can sit and watch the amazing sun sets or just enjoy watching the boats ride by. The owners are very nice and have a few fur babies of their own, so they may allow you to bring your doggie,too! Sue/Dawn......thank you!!!! I hope to return & stay again.

Responds fast! avg. 3 hours 48 minutes

Price per night from

$201

Lovely beachside villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$209

Convenient + Cozy + Quite + Comfortable :-)

Sarasota house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 10 minutes

Price per night from

$172

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 58 minutes

Price per night from

$156

Newly Updated 3 Bedroom Pool Home - Close to Beach

Sarasota house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 0 minutes

Price per night from

$144

Sarasota Waterfront Suite

Sarasota condo

1 bedroom / 1 bathroom / sleeps 2

“Our 2 week stay!!” Very down to earth!! Loved our view... Dave answered every email pronto!! Do know that these back rooms on water have NOTHING to do with hotel.!! Make sure to bring your own extra blankets, and towels.. THE HOTEL IS VERY NON-ACCOMMODATING... DAVE WAS GREAT!!! Thanks for a really nice 2 weeks of PEACE!!! Oh and BTW the BEARDED CLAM TIKI ON PREMISES WAS FANTASTIC!!! Fresh food and GREAT STAFF!!!!! Thanks again!!!

Responds fast! avg. 3 hours 36 minutes

Price per night from

$63

Downtown Sarasota #12

Sarasota condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$102

By "Dr Beach" 15 Minute Drive from Mature Gated Community

Sarasota house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 10 minutes

Price per night from

$132

Downtown Sarasota #11

Sarasota condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$102

5-Star Serenata Luxury Condo Close to Beach

Sarasota condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 35 minutes

Price per night from

$103

Lido Beach/ St Armand's Circle w/HOT TUB Lux Downtown Sarasota Private Cottages

Sarasota apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$228

Water Views & private patio on Siesta Key, Close to Beach, Overlooking a small p

Sarasota apartment

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 minutes

Price per night from

$186

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

2 bedrooms / 2 bathrooms / sleeps 4

“Siesta Harbor” We stayed at Siesta Harbor for the month of February 2018 and had a great time. Beach is across the street and easy access. Don the owner was outstanding and met us on our first day and gave us a tour of Siesta Key. We have reserved for 2019 and look forward to another great time at Siesta Harbor.

Price per night from

$111

Piece of Paradise

Sarasota condo

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$95

Ray of Sunshine

Lido Key apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$169

Price per night from

$86

Firethorn 822 at Midnight Cove Siesta Key, FL.

Sarasota apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$136

BeautifulHome with Pool - 3 miles from Siesta Key Beach

Gulf Gate Estates house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 17 minutes

Price per night from

$217

Bahia Vista Villa~15 Minutes to Beaches~Sleeps 10

Sarasota house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 27 minutes

Price per night from

$178

Villa Youppie - Roelens Vacations

Sarasota house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$194

Artist Housing Near Downtown - Townhouse 1

Sarasota townhouse

4 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$144

Spacious Tropical Retreat with Private Pool

Sarasota house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$258

Siesta Key Gateway Cottage

Sarasota house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$344

4 bedroom pool house in north Sarasota, Florida

Sarasota house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$148

Siesta Dreaming

Sarasota apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$110

Dean Ave ~ Outdoor Patio, Screened Porch ~ Games

Sarasota house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 27 minutes

Price per night from

$150

Sunshine Manor ~ Fenced in Backyard ~ Family Home

Sarasota house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 27 minutes

Price per night from

$209

A Charming Getaway

Sarasota house

3 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$115

Viewing 38 of 1,508
rentals in Sarasota

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About Sarasota

Few places can rival Sarasota for its perfect mix of beautiful white sand beaches, great golf, and fine dining opportunities. The Gulf of Mexico and its blue, turquoise water becomes your backyard while staying in a vacation rental. Spend your days on the beach swimming, surfing, kayaking, sailing, or strolling along the coast, then retreat back to your vacation home at night and watch the sunset across the water from your bedroom's balcony.

Located in the heart of the city, St. Armands Circle is divided into four quadrants, each filled with a number of specialty shops and restaurants. Outside of the downtown area, Sarasota also has a number of great state parks with beautiful beaches and picnic areas.

Here are a few additional activities that you may want to include in your plans:

  • Go shopping: Sarasota is home to great shopping, including the many shops inside St. Armands Circle. Spend an afternoon strolling the local boutiques, craft shops and art galleries.
  • Visit Siesta Key: The Siesta Key Public Beach is the perfect place to spend a day swimming, exploring, playing, or picnicking.
  • Play golf: For some of the best golf in Florida, head over to the Laurel Oak Country Club, equipped with two championship golf courses and grounds that stretch over 8,000 acres.
  • Enjoy live music: The Jazz Club of Sarasota, founded in 1980, hosts several jazz music festivals throughout the year, including "Jazz at Two Sundays," and "Jazz Meets the Arts."
  • Visit the Ringling Museum of the American Circus: This is the first museum of its kind to document the rich history of the American circus. The museum maintains an array of circus memorabilia, including rare handbills, posters and art prints, business records, old costumes and circus equipment.
  • See the Sarasota Jungle Gardens: Reptile shows, parrot shows and colorful blooming gardens make this an excellent venue if you're traveling with young children.

Whether you decide to go boating, deep sea fishing, visit the museums, or spend your afternoons relaxing in Siesta Key, Sarasota is the perfect place to unwind and enjoy your vacation. Find a luxury vacation rental with a balcony and full kitchen, or rent a trendy beach condo and host a dinner party or beach barbeque for your family and friends. There are plenty of great rental home options here during every season of the year. As you schedule your vacation, you may want to include a trip to Disney World, just a few miles away in Orlando.

Top Destination reviews

Guest Cottage, clean, convenient and remodeled.
Feeling so fortunate!

I had a truly lovely stay at this property. The hosts were stellar - welcoming, kind and considerate. The location is fantastic - perfect walking neighborhood, close to the Ringling Museum, downtown Sarasota, and only 20 minutes from IMG Academy. The space is sparkling clean and comfortable. I traveled with our dog and look forward to staying again when I return to area.see more
Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6
Nice

Was very quiet and clean. Had a great time. The house was beautiful. The pool was very nice. I would definitely recommend. … see more
Walk to beach & St Armand's Circle !!!
Perfect vacation

My husband and I enjoyed a much needed vacation at this lovely and charming carriage house. The weather was spectacular (luck of the draw) and staying in the perfect location in this wonderful apartment with the best hosts we’ve ever had the good pleasure to meet, made for a perfect week. Joyce and Jeff were responsive from the first email to the our final hours in their carriage house. We will look for an opportunity to stay there again in the near future.see more
Newly Updated 3 Bedroom Pool Home - Close to Beach
Goodtimes

House was nice. Pool was great if you didn't want to go to the beach. 15 minutes from Siesta Keys Beach which is beautiful. Shops and good places to eat close. All in all the house and stay was great. … see more
Waterfront 2BR 2 Bath Suite at the Sara Bay Marina
Perfect Sarasota boat condo

I have stayed in the 2 condos a few times, an we always enjoy our stay. Love the view of the water & boats outside my condo. Will definately recomend to others. Had a clogged toilet but maintenance came & fixed it right away. … see more
Affordable House 3 bedroom/1 bath/playground walk to Downtown & LIDO Beach
Perfect

Place was awesome exactly as described, near downtown in Sarasota so everything was in walking distance. Quiet neighborhood and the fruit trees in the yard were an awesome surprise will book again for sure. … see more

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