Sarasota holiday rentals

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Best Sarasota holiday rentals

These are the best prices for 24-25 Mar.
Siesta Key Beachside Villas - Siesta Key - Patio
Siesta Key Beachside Villas
Siesta Key, FL, United States
8.7Very Good(916)
Villa
£428+
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Siesta Key Island Rentals - Siesta Key - Living room
Siesta Key Island Rentals
Siesta Key, FL, United States
8.9Very Good(53)
House
£362+
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Siesta Heron Suites & Villas - Siesta Key - Living room
Siesta Heron Suites & Villas
Siesta Key, FL, United States
8.7Very Good(332)
House
£250+
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Studio Retreat Across the Street from Beautiful Siesta Key Beach - Siesta Key - Beach
Studio Retreat Across the Street from Beautiful Siesta Key Beach
Siesta Key, FL, United States
8.8Very Good(22)
Apartment
£241+
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Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway - Siesta Key - Living room
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Siesta Key, FL, United States
9.2Wonderful(21)
Condo
£245+
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Siesta Key Beachside Getaway Cottage Walking Distance To Beach And Village - Siesta Key - Beach
Siesta Key Beachside Getaway Cottage Walking Distance To Beach And Village
Siesta Key, FL, United States
9.3Wonderful(26)
Cottage
£417+
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Stunning 1-Bedroom, Remodeled Apartment Overlooking Pool Near the Beach - Siesta Key - Pool
Stunning 1-Bedroom, Remodeled Apartment Overlooking Pool Near the Beach
Siesta Key, FL, United States
9.6Wonderful(39)
Apartment
£340+
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Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool - Siesta Key - Pool
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
Siesta Key, FL, United States
9.3Wonderful(16)
Condo
£215+
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Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key - Siesta Key - Patio
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
Siesta Key, FL, United States
8.4Very Good(14)
Condo
£214+
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Siesta Key Village-Suite #4: A block to the Beach! - Siesta Key - Beach
Siesta Key Village-Suite #4: A block to the Beach!
Siesta Key, FL, United States
9.0Wonderful(39)
Apartment
£270+
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Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More - Siesta Key - Balcony
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
Siesta Key, FL, United States
8.5Very Good(14)
Apartment
£240+
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Siesta Key Townhome across from Pristine Sand & Blue Waters 2b/2b king queen - Siesta Key - Beach
Siesta Key Townhome across from Pristine Sand & Blue Waters 2b/2b king queen
Siesta Key, FL, United States
9.7Wonderful(47)
House
£193+
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Midnight Cove II 514f - Siesta Key - Living room
Midnight Cove II 514f
Siesta Key, FL, United States
10Wonderful(1)
Apartment
£169+
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Siesta Key Beach - Tropea 665 #3 - Siesta Key
Siesta Key Beach - Tropea 665 #3
Siesta Key, FL, United States
8.7Very Good(38)
House
£269+
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One Ocean - A 1101 - Siesta Key
One Ocean - A 1101
Siesta Key, FL, United States
9.2Wonderful(16)
House
£195+
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Beautiful property on Siesta Key - Siesta Key
Beautiful property on Siesta Key
Siesta Key, FL, United States
7.8Good(74)
Villa
£285+
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Booking Insights

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 £107. In comparison, March is the most expensive month, with prices at £304.

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

Thursday offers the lowest rates in Sarasota, with an average nightly price of £175. The highest prices are found on Saturday, with average rates at £667.

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

High season

April
December
Cheapest month to stay with an average 34% drop in price.
Most expensive month to stay with an average 107% 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.
  • Pool, beachfront, air-conditioned, airport shuttle, kitchen/kitchenette, pet friendly, and wifi are the most popular holiday rental property amenities in Sarasota
  • Holiday rentals in Sarasota are around 18% 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 Location, Location Trolley to Beach, Walk Downtown. Bike Legacy Trail, Pets OK. (9.9, 60 reviews), Siesta Key Townhome across from Pristine Sand & Blue Waters 2b/2b king queen (9.7, 47), and Oceanfront home w/sunset views of Sarasota Bay (9.7, 63), 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 April and October.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Sarasota for 11 days.

FAQs when booking a holiday home in Sarasota

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

    The average price for a weekly Sarasota holiday rental found by KAYAK users in the last 2 weeks is £788.

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

    The average price for a monthly Sarasota holiday rental found by KAYAK users in the last 2 weeks is £3,376.

  • 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, caravans, chalets, condos, cottages, houses, homestays, luxury tents and villas.

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

    There are a number of dog and pet-friendly Sarasota holiday rentals, with around 9% 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 £191. 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 £187 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.

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