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Sarasota holiday rentals

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Best Sarasota holiday rentals

Most recommended holiday rentals in Sarasota

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Tiny House Siesta - Sarasota - Living room
Tiny House Siesta
Sarasota, FL, United States
7.8Good(651)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£145+
Check availability
Condo with Pool Access Less Than 4 Miles to Siesta Key Beach - Sarasota - Living room
Condo with Pool Access Less Than 4 Miles to Siesta Key Beach
Sarasota, FL, United States
8.4Very Good(24)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£133+
Check availability
5 Minutes to Siesta Key - Sarasota - Restaurant
5 Minutes to Siesta Key
Sarasota, FL, United States
6.3Okay(2)
Parking
Free Wi-Fi
Air conditioning
£119+
Check availability
~ Cozy In-law Apartment Close to Siesta Key ~ - Sarasota - Patio
~ Cozy In-law Apartment Close to Siesta Key ~
Sarasota, FL, United States
9.1Wonderful(48)
Parking
Free Wi-Fi
Air conditioning
£75+
Check availability
Convenient Sarasota Studio with Lush Backyard! - Sarasota - Building
Convenient Sarasota Studio with Lush Backyard!
Sarasota, FL, United States
7.2Good(4)
Free Wi-Fi
Air conditioning
£146+
Check availability
Welcoming Sarasota Vacation Rental with Pool! - Sarasota - Pool
Welcoming Sarasota Vacation Rental with Pool!
Sarasota, FL, United States
8.7Very Good(13)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£154+
Check availability
Room 127 - Waterfront, Heated Pool, Huge Tv, Tiki Bar & Grill - Sarasota - Pool
Room 127 - Waterfront, Heated Pool, Huge Tv, Tiki Bar & Grill
Sarasota, FL, United States
7.1Good(13)
Parking
Free Wi-Fi
Pool
Air conditioning
£147+
Check availability
Quaint Sarasota Condo 4 Mi to Siesta Key Beach! - Sarasota - Living room
Quaint Sarasota Condo 4 Mi to Siesta Key Beach!
Sarasota, FL, United States
9.2Wonderful(5)
Free Wi-Fi
Pool
Air conditioning
£105+
Check availability
Hidden quiet gem close to everything!!! - Sarasota - Living room
Hidden quiet gem close to everything!!!
Sarasota, FL, United States
8.7Very Good(63)
Parking
Free Wi-Fi
Air conditioning
£222+
Check availability
Downtown Sarasota Home By Siesta Key and Golfing - Sarasota - Living room
Downtown Sarasota Home By Siesta Key and Golfing
Sarasota, FL, United States
Pet-friendly
Air conditioning
£119+
Check availability
Inviting Sarasota Cottage 5 Mi to Beach Access! - Sarasota - Bedroom
Inviting Sarasota Cottage 5 Mi to Beach Access!
Sarasota, FL, United States
10Wonderful(3)
Free Wi-Fi
Air conditioning
£133+
Check availability
Siesta Key Village-Suite #2: A block to the Beach! - Sarasota - Building
Siesta Key Village-Suite #2: A block to the Beach!
Sarasota, FL, United States
9.4Wonderful(25)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£225+
Check availability
Tropical Fruit Garden - Sarasota
Tropical Fruit Garden
Sarasota, FL, United States
9.2Wonderful(58)
Parking
Free Wi-Fi
Pool
Air conditioning
£145+
Check availability
1+1 Large condo Sarasota - Sarasota
1+1 Large condo Sarasota
Sarasota, FL, United States
9.4Wonderful(25)
Parking
Free Wi-Fi
Pool
Pet-friendly
£151+
Check availability
Bay Mariner - Gorgeous water front condo! - Sarasota
Bay Mariner - Gorgeous water front condo!
Sarasota, FL, United States
8.1Very Good(20)
Air conditioning
£85+
Check availability
Cozy Studio only 10 minutes by car of Siesta Key - Sarasota
Cozy Studio only 10 minutes by car of Siesta Key
Sarasota, FL, United States
7.9Good(16)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£95+
Check availability
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KAYAK’s insights for holiday rentals in Sarasota

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Sarasota with confidence.

Which month has the cheapest vacation rental rates in Sarasota?

Vacation rentals are cheapest in Sarasota in October, with average rates of £51. In comparison, July is the most expensive month, with prices at £285.

What is the cheapest day of the week to book a vacation rental in Sarasota?

Tuesday offers the lowest rates in Sarasota, with an average nightly price of £105. The highest prices are found on Monday, with average rates at £347.

How early should you book a vacation rental in Sarasota?

Book at least 66 days before your stay begins to get the best price for your Sarasota vacation rental.
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Good to know

Low season

October

High season

December
Cheapest month to stay with an average 61% drop in price.
Most expensive month to stay with an average 34% rise in price.

KAYAK's top tips for finding Sarasota holiday rental deals

  • There are many reasons to stay in Sarasota vacation rentals situated in the city center. For one, it is a perfect location for a luxurious lifestyle with endless amenities, entertainment, and cultural venues right across the street. On South Osprey Avenue, you’ll find Sarasota Apartment In Downtown next to a therapeutic massage clinic. The city park with a recreational trail is only a short walk from the apartment.
  • All your lodging needs near Siesta Key will be sorted if you reserve a vacation rental at Hibiscus Suites. From here, you can make a quick dash to a Mexican restaurant and an ice cream shop located a few blocks east. Or go to Siesta Key Watersports by foot in about 6 min.
  • Rent a spacious studio overlooking the azure waters at Coquina On The Beach. Enjoy a soothing breeze on a private beach while making barbecue. You’ll be a mile away from authentic Caribbean and European cuisines, served in restaurants at St. Armands Circle shopping center.
  • Want to explore the bayside while vacationing in a 60's-style bungalow? Then you should plan lodging at Good Vibrations. There’s a lot to learn about antique vehicles at the Sarasota Classic Car Museum, reachable in 4 min via Tamiami Trail. If you have an interest in Cypriot, Greek, Renaissance, Roman, and Medieval artwork, simply walk to the John and Mable Ringling Museum of Art and you’ll be there in about 6 min.
  • Timberwoods Vacation Villas are some child-friendly Sarasota vacation rentals with playgrounds and games rooms on site. Adults can use a small golf course, shuffleboards, and tennis courts. Stroll around the nearby Westfield Sarasota Square Mall to grab some treats for your children or jog the approximately 0.5-mile Timberwood Circle or stop by the lakes for snapshots.
  • Beachfront, pet friendly, no minors, air-conditioned, airport shuttle, kitchen/kitchenette, and pool are the most popular holiday rental property amenities in Sarasota
  • Holiday rentals in Sarasota are around 31% more expensive than hotels on average. Search here to compare prices for all accommodation types in Sarasota.
  • The best holiday rental properties in Sarasota are Bright Sarasota Bungalow - 5 Mi to Siesta Beach! (9.8, 31 reviews), Lovely Cottage near the Beach and Downtown Sarasota (9.8, 26), and Sapphire Shores Arcadia (9.7, 25), based on ratings and reviews from real travellers.
  • If you’re looking for a cheap holiday rental in Sarasota, you should consider visiting during the low season. The cheapest holiday homes in Sarasota can be found in October and March.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Sarasota for 20 days.
See more tips

FAQs when booking a holiday home in Sarasota

  • What types of holiday rentals are available in Sarasota?

    There are loads of different property types that you can make your holiday home in Sarasota. You’ll find apartments, bungalows, caravans, chalets, condos, cottages, houses, homestays, lodges and villas.

  • What are some of the most-loved holiday rentals available in Sarasota?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Beachpoint Cottages.

  • Are there any pet-friendly holiday rentals in Sarasota?

    There are a number of dog and pet-friendly Sarasota holiday rentals, with around 20% allowing you to bring your pet along with you.

  • How much is a holiday rental in Sarasota for tonight?

    In the last 72 hours, users have found Sarasota holiday rentals for tonight for as low as £76. Search here for similar prices

  • How much is a holiday rental in Sarasota for this weekend?

    In the last 72 hours, users have found Sarasota holiday rentals for this weekend for as low as £76 per night. Search here for similar prices

  • How can I find holiday rentals near me in Sarasota?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

  • What are the best Sarasota vacation rentals to book on a budget?

    When you need a budget-friendly vacation house somewhere between St. Armands and Lido Key, the Lido Islander Inn doesn’t disappoint. It brings you close to attractions like Marie Selby Botanical Gardens (within 3.7 miles) and Ted Sperling Nature Park (about 0.6 miles). The rentals are available at an affordable rate and are family-oriented.

  • Where can I stay during my honeymoon in Sarasota?

    Couples looking for hideaways can book their stay within Gulf Gates Estates, especially at Sienna Park Apartments. Go fishing or play billiards on site before shopping in the Publix Super Market at Sarasota Pavilion (around 1.7 miles southwest of Sienna Park).

  • Where in Sarasota can I stay to experience picture-perfect sunsets?

    The Tiny House Siesta is conveniently located around everything you need for beach sunsets, water activities, and dolphin experience. You can go swimming, kayaking, boating, fishing, snorkeling, and parasailing but don’t forget to soak in a beautiful sunset. Shopping for high-end brands is right across Tamiami Trail and Hollywood Blvd.

  • Which Sarasota house rentals offer the best views of the Gulf of Mexico?

    A staycation near Sarasota Beach should give you the best views of the Gulf. Feel at home at Florida Apartment, around 2.7 miles to Siesta Key Village where you can travel by car in about 7 min or board a free shuttle. If you need something in downtown Sarasota, it is just about a 20 min ride by car. A 10 min walk to the south should get you to Crescent Beach where fine white sand awaits.

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Where to stay in Sarasota?

Our map will help you find the perfect place to stay in Sarasota by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Sarasota

Sarasota holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Sarasota. Find cheap holiday homes to rent in Sarasota. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Sarasota that suits you best.

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