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Cheap Monthly Vacation Rentals in Siesta Key, FL: Top Deals

Red Lifeguard Stand - Living large in a Tiny House with FREE WiFi
4.9 (23 reviews)
Red Lifeguard Stand - Living large in a Tiny House with FREE WiFi
Holiday home · 4 Guests · 2 Bedrooms
$153 /night*
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Tropical Beach Resorts - Sarasota
3.5 (6084 reviews)
Tropical Beach Resorts - Sarasota
Resort · 1 Bedroom
$149 /night
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  Walk to beach   Heated POOL   King bed  DAILY  WEEKLY    Villa 4    SPECIALS
4.7 (62 reviews)
Walk to beach Heated POOL King bed DAILY WEEKLY Villa 4 SPECIALS
Condo · 2 Guests · 1 Bedroom
$169 /night*
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Tiny Aqua Oasis- Tiny House that sleeps 6 comfortably & Free WiFi
4.3 (40 reviews)
Tiny Aqua Oasis- Tiny House that sleeps 6 comfortably & Free WiFi
Holiday home · 6 Guests · 3 Bedrooms
$146 /night*
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  Walk to beach   Heated  POOL  King bed   DAILY WEEKLY   Villa 1   SPECIALS
4.6 (107 reviews)
Walk to beach Heated POOL King bed DAILY WEEKLY Villa 1 SPECIALS
Hotel · 1 Bedroom
$169 /night*
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Island House -with pretty pool -walk to beach
2.0 (1 review)
Island House -with pretty pool -walk to beach
Holiday home · 4 Guests · 2 Bedrooms
$172 /night*
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Crescent Beach 1015 #4
4.1 (5 reviews)
Crescent Beach 1015 #4
Holiday home · 4 Guests · 2 Bedrooms
$155 /night
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Siesta Key Palms Resort
4.5 (2753 reviews)
Siesta Key Palms Resort
Hotel · 1 Bedroom
$164 /night
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The Beach Club at Siesta Key #100D: 1 BR / 1 BA Resort by RVA, Sleeps 4
4.7 (51 reviews)
The Beach Club at Siesta Key #100D: 1 BR / 1 BA Resort by RVA, Sleeps 4
Condo · 2 Guests · 1 Bedroom
$154 /night*
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Sunny Daze Near Siesta Key (2 miles)
4.9 (30 reviews)
Sunny Daze Near Siesta Key (2 miles)
Holiday home · 4 Guests · 2 Bedrooms
$169 /night*
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Hibiscus Suites - Gateway to Siesta Key
4.2 (2167 reviews)
Hibiscus Suites - Gateway to Siesta Key
Apart hotel · 1 Bedroom
$155 /night
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Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
5.0 (15 reviews)
Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
Cottage · 4 Guests · 2 Bedrooms
$103 /night*
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Siesta Key 2 BR, 2 1/2 Bath, 2 Floors - New Floors & Carpets - Across from Beach
4.6 (10 reviews)
Siesta Key 2 BR, 2 1/2 Bath, 2 Floors - New Floors & Carpets - Across from Beach
Condo · 4 Guests · 2 Bedrooms
$147 /night*
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Spacious Studio 8 minutes drive to Siesta Key and so much more!
4.8 (18 reviews)
Spacious Studio 8 minutes drive to Siesta Key and so much more!
Apartment · 2 Guests · 1 Bedroom
$108 /night*
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Tiny House modeled after the yellow lifeguard stand on famous Siesta Key Beach
4.7 (29 reviews)
Tiny House modeled after the yellow lifeguard stand on famous Siesta Key Beach
Holiday home · 4 Guests · 2 Bedrooms
$141 /night*
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Beautiful two bedroom / two bath Bianco Sands, quick walk to the beach!
4.0 (3 reviews)
Beautiful two bedroom / two bath Bianco Sands, quick walk to the beach!
Villa · 1 Bedroom
$169 /night*
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Tiny House Flamingo- Cute and vibrant with Free WiFi
3.8 (12 reviews)
Tiny House Flamingo- Cute and vibrant with Free WiFi
Holiday home · 2 Guests · 1 Bedroom
$130 /night*
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Hibiscus Suites - Sarasota
4.3 (859 reviews)
Hibiscus Suites - Sarasota
Motel · 1 Bedroom
$150 /night
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Centrally located only 3 Miles from Siesta Key and 4 miles from Downtown
5.0 (5 reviews)
Centrally located only 3 Miles from Siesta Key and 4 miles from Downtown
Holiday home · 6 Guests · 3 Bedrooms
$164 /night*
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Tiny House Blue Lifeguard Stand located 3/4 of a mile from the beach in our Tiny House park!
3.0 (3 reviews)
Tiny House Blue Lifeguard Stand located 3/4 of a mile from the beach in our Tiny House park!
Holiday home · 4 Guests · 2 Bedrooms
$128 /night*
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Similar Inspirational Vacation Rental Destinations

Monthly Apartment Rentals in Siesta Key, FL

Updated Apartment Walking Distance to Venice Beach
Updated Apartment Walking Distance to Venice Beach
Apartment
$160 /night
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2 Bed 2 Bath Apartment in Siesta Key
2 Bed 2 Bath Apartment in Siesta Key
Apartment
$25 /night
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Burns Court Wine Bar Apartment
Burns Court Wine Bar Apartment
Apartment
$25 /night
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Which Price Range Is Most Typical in Siesta Key, FL Area?
Vacation Condo & House Rental Price Information in Siesta Key, FL
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The graph shows the percentages of vacation homes in each price bucket. Siesta Key has the largest percentage (27.67%) of homes in $100 - $150 price range.
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How Many Accommodations Are Pets Allowed in Siesta Key, FL?
Pets Allowed vs Not Allowed in Siesta Key, FL
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22.43% of vacation homes in Siesta Key are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Is Siesta Key, FL a convenient place for monthly rentals?
Convenience of Siesta Key, FL
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Siesta Key is a great location for monthly rentals. It has an excellent crime rate and is close to several public transportation options such as the Sarasota County Area Transit (SCAT) bus service, which is just 4 miles away. There are also amenities like grocery stores, pharmacies, restaurants, and other essential amenities within walking distance. Business centers and workplaces, such as conference centers and co-working spaces, are only 5 miles away from Siesta Key. Healthcare facilities such as hospitals, clinics, and pharmacies are also very accessible, with most being less than 3 miles away.

  • Sarasota County Area Transit (SCAT): 4 miles away
  • Publix Super Market at Stickney Point Rd: 0.6 miles away
  • The Selby Professional Center: 5 miles away
  • Doctors Urgent Care: 2.3 miles away
Where Should We Visit in Siesta Key, FL Area?
Destinations To Visit During the Month in Siesta Key, FL
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How Many Airports in Siesta Key, FL?
Suggested Airports in Siesta Key, FL
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Other Vacation Rentals Ideas

Monthly Hotel Rentals in Siesta Key, FL

Hibiscus Suites - Sarasota
4.4 (620 reviews)
Hibiscus Suites - Sarasota
Hotel
$94 /night
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Jamaica Royale T23 Great location!
Jamaica Royale T23 Great location!
Hotel
$25 /night
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Fairfield Inn & Suites Sarasota Lakewood Ranch
4.5 (82 reviews)
Fairfield Inn & Suites Sarasota Lakewood Ranch
Hotel
$94 /night
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Monthly House Rentals in Siesta Key, FL

Our House at the Beach C-211 Cozy Lake View unit!
Our House at the Beach C-211 Cozy Lake View unit!
House
$25 /night
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Siesta Beach House #211 Beautiful Updated Unit
Siesta Beach House #211 Beautiful Updated Unit
House
$138 /night
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Our House at the Beach W-504 Beautifully renovated, Gulf view
Our House at the Beach W-504 Beautifully renovated, Gulf view
House
$200 /night
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Monthly Rentals with Kitchen in Siesta Key, FL

Midnight Cove II Bldg 6
Midnight Cove II Bldg 6
Hotel
$132 /night
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A Shore Thing by Beachside Management
3.1 (14 reviews)
A Shore Thing by Beachside Management
Hotel
$131 /night
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Aloha Kai - Unit 52N Close to the beach with views!
Aloha Kai - Unit 52N Close to the beach with views!
Hotel
$301 /night
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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