Siesta Key Monthly Rentals - HomeToGo base64Hash Siesta Key Monthly Rentals - HomeToGo

Siesta Key Monthly Rentals

Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • House
    • Apartment

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Bedrooms

    • Any
    • 1 bedroom
    • 2+ bedrooms

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • Balcony/patio
    • WiFi
    • Air conditioning
    • Kitchen
    • Washing machine
    • TV
    • Parking
    • Microwave
    • Dishwasher
    • Hot tub
    • Yard
    • Sauna
    • Fireplace
    • Crib
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Siesta Key Monthly Rentals: Recommended rentals

Siesta Key Monthly Rentals: find your perfect rental from just $60 per night!

Condo Siesta Key
Mar 7 - Apr 4
Condo ∙ 7 guests ∙ 3 bedrooms

Fully equipped ample condo with BBQ & pool | Next to the beach

Siesta Key, Sarasota County, Florida, United States
$583
per night
Good(7 ratings)
$583
per night
View deal
House Siesta Key
May 24 - Jun 21
House ∙ 9 guests ∙ 5 bedrooms

Family-oriented ample vacation home with terrace, garden & grill | Nature view | Suitable for remote work | Dogs allowed

Siesta Key, Sarasota County, Florida, United States
$1,028
per night
$1,028
per night
View deal
Condo Siesta Key
Jan 5 - Feb 2
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with heated pool, barbecue & hot tub | Close to the beach

Siesta Key, Sarasota County, Florida, United States
$414
per night
Outstanding(18 ratings)
$414
per night
View deal
Condo Siesta Key
Jan 10 - Feb 7
Condo ∙ 6 guests ∙ 3 bedrooms

Family-oriented lovely condo with sauna, yard & heated pool | Next to the beach

Siesta Key, Sarasota County, Florida, United States
$385
per night
Outstanding(58 ratings)
$385
per night
View deal
House Siesta Key
Aug 2 - Aug 30
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with terrace & barbeque | Nature view

Siesta Key, Sarasota County, Florida, United States
$530
per night
Outstanding(174 ratings)
$530
per night
View deal
Condo Siesta Key
-30%
Jan 5 - Feb 2
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with heated pool, barbecue & patio | City view | Next to the beach

Siesta Key, Sarasota County, Florida, United States
$977$681
per night
Outstanding(85 ratings)
$977$681
per night
View deal
House Siesta Key
Feb 28 - Mar 28
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly vacation home with private pool, barbecue & patio | Nature view | Close to the beach | Dogs allowed

Siesta Key, Sarasota County, Florida, United States
$435
per night
Excellent(55 ratings)
$435
per night
View deal
House Siesta Key
Sep 20 - Oct 18
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with hot tub, private pool & grill | Nature view

Siesta Key, Sarasota County, Florida, United States
$173
per night
Outstanding(76 ratings)
$173
per night
View deal
House Siesta Key
Feb 1 - Mar 1
House ∙ 8 guests ∙ 3 bedrooms

House with heated pool, garden & grill | City view

Siesta Key, Sarasota County, Florida, United States
$529
per night
Excellent(35 ratings)
$529
per night
View deal
House Siesta Key
Aug 4 - Sep 1
House ∙ 9 guests ∙ 3 bedrooms

Vacation home with pool & barbeque

Siesta Key, Sarasota County, Florida, United States
$336
per night
Outstanding
$336
per night
View deal
Condo Siesta Key
Jan 10 - Feb 7
Condo ∙ 6 guests ∙ 3 bedrooms

Beautiful condo with BBQ & pool | Next to the beach | Good for workation

Siesta Key, Sarasota County, Florida, United States
$503
per night
Outstanding(2 ratings)
$503
per night
View deal
Condo Siesta Key
Jan 10 - Feb 7
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with grill, hot tub & pool

Siesta Key, Sarasota County, Florida, United States
$483
per night
Very good(6 ratings)
$483
per night
View deal
Condo Siesta Key
Jan 10 - Feb 7
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with BBQ, heated pool & garden

Siesta Key, Sarasota County, Florida, United States
$448
per night
Excellent(12 ratings)
$448
per night
View deal
House Siesta Key
Jan 10 - Feb 7
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with private pool, yard & barbeque | Suitable for remote work

Siesta Key, Sarasota County, Florida, United States
$1,072
per night
Outstanding(127 ratings)
$1,072
per night
View deal
House Siesta Key
-14%
Jan 5 - Feb 2
House ∙ 14 guests ∙ 6 bedrooms

Family-oriented spacious house with jacuzzi, yard & BBQ | Close to the beach | Perfect for remote work

Siesta Key, Sarasota County, Florida, United States
$995$858
per night
Outstanding(145 ratings)
$995$858
per night
View deal
Show all 9,025 properties

Popular amenities for Siesta Key Monthly Rentals

Find the perfect home for your stay

Monthly Rentals with pools

Monthly Rentals with pools

Pet-Friendly Monthly Rentals

Pet-Friendly Monthly Rentals

Monthly Rentals with patio

Monthly Rentals with patio

Monthly Rentals with internet

Monthly Rentals with internet

Top-rated monthly rentals in Siesta Key

Browse our top rated monthly rentals offers

Condo Siesta Key
Jan 10 - Feb 7
$445
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with heated pool, terrace & grill

4.7
Excellent(67 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
Feb 28 - Mar 28
$559
per night
House ∙ 6 guests ∙ 4 bedrooms

Fully equipped house with yard, barbeque & patio | City view | Pets are welcome

4.9
Outstanding(63 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
Jan 10 - Feb 7
-45%
$1,613
$882
per night
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with heated pool, grill & terrace | Nature view | Good for workation

4.6
Excellent(62 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal

Best Deals and Discounts on Monthly Rentals

Save up to 34%

House Siesta Key
Jan 10 - Feb 7
-29%
$1,144
$808
per night
House ∙ 9 guests ∙ 4 bedrooms

Fully equipped vacation home with heated pool, barbecue & terrace | Nature view | Next to the beach

4.4
Very good(26 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
Jan 10 - Feb 7
-34%
$798
$524
per night
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with terrace & barbecue | Nature view | Close to the beach

4.1
Very good(31 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
Jan 10 - Feb 7
-9%
$425
$385
per night
House ∙ 7 guests ∙ 4 bedrooms

Vacation home with patio, hot tub & private pool

4.9
Outstanding(48 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal

Budget-friendly monthly rentals in Siesta Key

Our top value vacation rentals for monthly rentals

Condo Siesta Key
Mar 7 - Apr 4
$309
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped lovely condo with heated pool, garden & patio | Next to the beach

4.0
Very good(16 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Villa Siesta Key
Jan 31 - Feb 28
$931
per night
Villa ∙ 10 guests ∙ 4 bedrooms

Nice villa with pool, patio & grill | Next to the beach

3.2
(12 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
Jan 12 - Feb 9
$619
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly vacation home with BBQ, patio & garden | Good for workation | Pets allowed

4.2
Very good(13 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal

Stay Cool: Monthly Rentals with Air Conditioning

House Siesta Key
Jan 10 - Feb 7
$449
per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped wonderful house with BBQ & pool | Close to the beach

4.4
Very good(14 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
House Siesta Key
Mar 7 - Apr 4
$201
per night
House ∙ 8 guests ∙ 3 bedrooms

House with patio, BBQ & garden

5.0
Outstanding(10 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
Condo Siesta Key
Jan 10 - Feb 7
$649
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with heated pool, BBQ & terrace | City view | Beach nearby

4.7
Excellent(111 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
See all offers

Soak Up the Sun: Monthly Rentals with Patios

Apartment Siesta Key
Sep 13 - Oct 11
-36%
$299
$191
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday apartment with garden

4.3
Very good(23 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Balcony/Patio
View deal
Apartment Siesta Key
Jun 1 - Jun 29
-7%
$94
$87
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with garden, patio & grill | Nature view

4.9
Outstanding(16 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
View deal
Condo Siesta Key
Jan 12 - Feb 9
$443
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with barbecue

3.3
(4 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
View deal
See all offers

Monthly Rentals with Yards

House Siesta Key
Aug 3 - Aug 31
-45%
$627
$348
per night
House ∙ 11 guests ∙ 4 bedrooms

Fully equipped house with yard, barbeque & private pool | Perfect for remote work | Pets allowed

Siesta Key, Sarasota County, Florida, United States
Yard
View deal
House Siesta Key
Mar 7 - Apr 4
$1,217
per night
House ∙ 14 guests ∙ 4 bedrooms

Children-friendly vacation home with private pool, yard & jacuzzi | Beach nearby | Pets are welcome

4.9
Outstanding(69 ratings)
Siesta Key, Sarasota County, Florida, United States
Yard
View deal
Castle Siesta Key
Jan 10 - Feb 7
$678
per night
Castle ∙ 12 guests ∙ 5 bedrooms

Castle with terrace, hot tub & yard

4.3
Very good(103 ratings)
Siesta Key, Sarasota County, Florida, United States
Yard
View deal
See all offers

Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Siesta Key
Jan 10 - Feb 7
-30%
$2,099
$1,461
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with private pool, BBQ & hot tub | Beach nearby | Suitable for remote work

4.5
Excellent(34 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
Aug 2 - Aug 30
-61%
$889
$351
per night
House ∙ 6 guests ∙ 4 bedrooms

House with private pool, terrace & grill

4.9
Outstanding(59 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
Jan 10 - Feb 7
$381
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with barbecue, heated pool & jacuzzi | Nature view | Close to the beach

4.2
Very good(35 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal

Monthly Rentals in Siesta Key for Any Type of Traveler

Looking to accommodate a large group in Siesta Key?

Begin browsing our top Monthly Rentals for big groups and plan the perfect getaway! September is the most affortable time to stay in Siesta Key with a big group, when nightly prices for Monthly Rentals will range from $424 to $553 per night. Book wonderful Monthly Rentals for large groups in Siesta Key, complete with private pool, big kitchen, and plenty of space to enjoy. HomeToGo offers numerous Monthly Rentals in Siesta Key with seven or more bedrooms and seven or more bathrooms.

Trying to plan a big family vacation in Siesta Key?

Many Monthly Rentals in Siesta Key will cost around $730 per day for a family of 9 people but there are many affordable options in Siesta Key to choose from. Lots of Monthly Rentals in Siesta Key come with family-friendly features, including hot tubs, private pool, TV, games, and many others. Siesta Key has tons of exciting family-friendly activities to do, including swimming, hiking, biking, and many other outdoor activities. Search HomeToGo's selection of large Monthly Rentals in Siesta Key, able to bed a big family with seven or more rooms and several washrooms. Start your search for family-friendly Monthly Rentals now!

Looking for a romantic vacation in Siesta Key with your partner?

Search HomeToGo's best Monthly Rentals for romantic getaways in Siesta Key today! The most affordable time to book is September with prices starting at $60 per night. There are lots of fun activities to do with your partner on your couples trip, including swimming, hiking, biking, and many other outdoor activities. Reserve amazing Monthly Rentals in Siesta Key for a private retreat, complete with jacuzzi, sauna, and a amazing view of Siesta Key's surrounding scenery.

Information about Siesta Key Monthly Rentals

📏 Average home size 108 m²
🥳 Busiest month April
🛏️ Popular home types Condo and House rental
🌡️ Hottest months 91 °F in August and June
❄️ Coldest months 55 °F in February and January
🌧️ Rainiest months 18 rainy days in August and July

Siesta Key Monthly Rentals: frequently asked questions

Siesta Key Monthly Rentals: What is the nightly cost of a stay?

The average rate for a rental in Siesta Key is between $424 and $553 per night.

Siesta Key Monthly Rentals: does HomeToGo offer a wide variety of vacation homes for large groups?

Condo in Siesta Key can fit 5 guests.

How many vacation home rentals in Siesta Key are available for a month or longer?

There are more than 9,025 accommodations to rent in Siesta Key. The best time to find availability for longer stays is in November when home rentals have high availability.

Siesta Key Monthly Rentals: what kinds of vacation rentals can I book in Siesta Key?

You can browse 2,295 House rentals and 2,684 Condos in Siesta Key on HomeToGo.

How much does a mid-term vacation rental in Siesta Key cost?

Rates for vacation rentals in Siesta Key over a longer period start from $60 per night, but many hosts can offer discounts for stays of 14 days or longer.

Can you find mid-term rentals in Siesta Key include a pool?

Definitely, more than 69% of accommodations in Siesta Key come with a pool.

Discover other popular accommodation types

Check out other vacation accommodation options in Siesta Key

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Vacation rentals near Siesta Key with popular amenities

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