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

Siesta Key Monthly Rentals

Siesta Key
Anytime
Guests

Choose from a fantastic selection of monthly rentals

Price per night
Up to $100
$100 - $199
From $200
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
Bedrooms
Any
1 bedroom
2+ bedrooms
Show all 6,062 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

House Siesta Key
Aug 31 - Sep 7
-23%
$1,810
$1,393 for 7 nights
House ∙ 4 guests ∙ 2 bedrooms

Beautiful Vacation Home in Siesta Key

4.6
Excellent (41 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
Apartment Siesta Key
Dec 7 - Dec 14
$1,353 for 7 nights
Apartment ∙ 6 guests ∙ 2 bedrooms

Rental Apartment in Lido Key with Grill & Pool

4.7
Excellent (35 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
House Siesta Key
Jun 8 - Jun 15
$3,658 for 7 nights
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Siesta Key with Spacious Patio + One-Of-A-Kind Views

4.7
Excellent (34 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal

Best Deals and Discounts on Monthly Rentals

Save up to 67%

Condo Siesta Key
Sep 7 - Sep 14
-67%
$3,672
$1,226 for 7 nights
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Siesta Key with Pool & Patio

Siesta Key, Sarasota County, Florida, United States
View deal
View deal
Apartment Siesta Key
Jan 11 - Jan 18
-34%
$1,449
$963 for 7 nights
Apartment ∙ 2 guests ∙ 1 bedroom

Lovely Rental Apartment in Siesta Key

4.4
Very good (29 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
House Siesta Key
Sep 7 - Sep 14
-54%
$2,679
$1,243 for 7 nights
House ∙ 8 guests ∙ 3 bedrooms

House in Siesta Key with Ample Parking

4.5
Excellent (35 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal

Monthly Rentals in Siesta Key: Top Accommodations

Villa Siesta Key
Sep 18 - Sep 25
$1,656 for 7 nights
Villa ∙ 8 guests ∙ 3 bedrooms

Beautiful Villa in Sarasota with Grill & Pool

Siesta Key, Sarasota County, Florida, United States
View deal
View deal
Condo Siesta Key
May 25 - Jun 1
$4,025 for 7 nights
Condo ∙ 10 guests ∙ 4 bedrooms

Condo in Siesta Key with Grill & Pool

Siesta Key, Sarasota County, Florida, United States
View deal
View deal
Condo Siesta Key
Aug 31 - Sep 7
$1,093 for 7 nights
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Sarasota with Pool & Grill

4.7
Excellent (10 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
Condo Siesta Key
May 11 - May 18
-39%
$3,844
$2,361 for 7 nights
Condo ∙ 6 guests ∙ 3 bedrooms

Pleasant Condo in Siesta Key with Pool & Grill

4.7
Excellent (6 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
House Siesta Key
Sep 18 - Sep 25
-36%
$7,311
$4,664 for 7 nights
House ∙ 16 guests ∙ 6 bedrooms

House in Siesta Key with Grill & Patio + Spectacular Views + Close to Beach

4.7
Excellent (12 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
Condo Siesta Key
Jan 2 - Jan 9
-24%
$2,625
$1,995 for 7 nights
Condo ∙ 5 guests ∙ 3 bedrooms

Condo in Siesta Key with Pool

5.0
Outstanding (9 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
House Siesta Key
Dec 1 - Dec 8
-39%
$3,512
$2,147 for 7 nights
House ∙ 8 guests ∙ 3 bedrooms

House in Siesta Key with Grill & Patio + Ocean Views

4.5
Excellent (30 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
Condo Siesta Key
Jan 5 - Jan 12
-43%
$2,723
$1,540 for 7 nights
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Sarasota with Grill & Pool

5.0
Outstanding (67 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
House Siesta Key
Jun 1 - Jun 8
$2,402 for 7 nights
House ∙ 24 guests ∙ 8 bedrooms

House in Sarasota with Private Parking

4.9
Outstanding (127 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal

Budget-friendly monthly rentals in Siesta Key

Our top value vacation rentals for monthly rentals

House Siesta Key
Nov 16 - Nov 23
$1,713 for 7 nights
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Siesta Key with Grill & Pool

Siesta Key, Sarasota County, Florida, United States
View deal
View deal
House Siesta Key
May 11 - May 18
$1,544 for 7 nights
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Ridge Wood Heights with Grill, Patio & Yard

5.0
Outstanding (46 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
Condo Siesta Key
Nov 16 - Nov 23
-46%
$1,774
$964 for 7 nights
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Siesta Key with Olympic-Size Pool

4.6
Excellent (26 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal

Soak Up the Sun: Monthly Rentals with Patios

House  Siesta Key
May 11 - May 18
-56%
$6,218
$2,758 for 7 nights
House ∙ 11 guests ∙ 4 bedrooms

Vacation Home in Siesta Key with Grill & Pool

4.7
Excellent (99 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
View deal
View deal
Cottage  Siesta Key
Oct 14 - Oct 21
-51%
$2,828
$1,393 for 7 nights
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Siesta Key with Patio & Grill

5.0
Outstanding (2 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
View deal
View deal
House  Siesta Key
Nov 16 - Nov 23
$3,325 for 7 nights
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Siesta Key with Patio, Pool & Yard

5.0
Outstanding (2 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
View deal
View deal
See all offers

Stay Cool: Monthly Rentals with Air Conditioning

Condo  Siesta Key
Mar 2 - Mar 9
$1,925 for 7 nights
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Lido Key with Grill & Pool + Beach Views

4.7
Excellent (20 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
View deal
House  Siesta Key
Apr 27 - May 4
-18%
$1,714
$1,414 for 7 nights
House ∙ 4 guests ∙ 1 bedroom

Wonderful House in Siesta Key with Yard + Next to Beach

4.6
Excellent (24 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
View deal
Apartment  Siesta Key
Dec 7 - Dec 14
$1,243 for 7 nights
Apartment ∙ 5 guests ∙ 2 bedrooms

Apartment in Lido Key with Grill & Pool

4.7
Excellent (65 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
View deal
See all offers

Stay connected: Monthly Rentals with internet

Condo  Siesta Key
Nov 16 - Nov 23
-28%
$3,241
$2,338 for 7 nights
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in Siesta Key with Pool, Grill & Sauna + Gulf Views

5.0
Outstanding (70 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
View deal
View deal
Condo  Siesta Key
Nov 16 - Nov 23
-32%
$1,543
$1,041 for 7 nights
Condo ∙ 6 guests ∙ 2 bedrooms

Beautiful Condo in Siesta Key with Grill, Pool & Sauna

3.9
Good (28 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
View deal
View deal
House  Siesta Key
Dec 1 - Dec 8
-55%
$4,769
$2,147 for 7 nights
House ∙ 8 guests ∙ 3 bedrooms

House in Siesta Key with Patio & Grill + Spectacular View + Beach Nearby

4.2
Very good (27 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
View deal
View deal
See all offers

Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Siesta Key
Aug 17 - Aug 24
-62%
$5,231
$1,995 for 7 nights
House ∙ 6 guests ∙ 3 bedrooms

House in Bay Isle with Jetted Whirlpool

4.8
Outstanding (55 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
Condo Siesta Key
Apr 6 - Apr 13
-48%
$1,415
$735 for 7 nights
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Siesta Key with Jacuzzi, Sauna & Pool

4.5
Excellent
Siesta Key, Sarasota County, Florida, United States
View deal
View deal
Condo Siesta Key
May 11 - May 18
-62%
$2,948
$1,117 for 7 nights
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Siesta Key with Unassigned Parking + Water Views

4.3
Very good (74 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
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 $340 to $593 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 $459 per day for a family of 5 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 $112 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.
2024-americas-best-customer-service-newsweek-statista-award

Information about Siesta Key Monthly Rentals

💳 Highest rates in March
🥳 Busiest month March
🛏️ Popular home types House rental and Apartment 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

Frequently Asked Questions

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

You can find more than 6,062 homes for rent in Siesta Key. The best time to find availability for longer stays is in August when home rentals have high availability.

What types of vacation homes are available for Siesta Key Monthly Rentals?

There are many Apartment rental and House rental that are perfect for Siesta Key Monthly Rentals.

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

HomeToGo offers incredible rentals for Siesta Key Monthly Rentals, with prices as low as $112 per night.

Can I find a vacation home for a group of guests for Siesta Key Monthly Rentals?

in Siesta Key, large groups should consider House rental since they usually fit 7 guests.

How much does a monthly vacation home rental in Siesta Key cost?

Rates for vacation rentals in Siesta Key over a longer period can range from $112 per night, but many hosts offer discounts for stays of 14 days or longer.

Can you book monthly vacation home rentals in Siesta Key come with a pool?

Absolutely, over 78% of accommodations in Siesta Key come with a pool.

Searching for something else?

Find more interesting places to stay in Siesta Key

House

House

Apartment

Apartment

Hotel

Hotel

Other

Other

image-tag