Looking for a tropical getaway on Floridaβs Gulf Coast? Our monthly rentals in Siesta Key offer the perfect long-term escape in one of the most beautiful beach destinations in the world. Whether you're planning a winter retreat or a summer vacation, Siesta Keyβs pristine beaches, vibrant nightlife, and outdoor activities make it an ideal destination.
Distance to beach: 0.5 miles to Siesta Key Beach
Key Amenities
About this property
*Calendar month rentals only*May - November (seven-month lease) - $2000 per month plus utilities December - $4900 per month plus utilities January - $5900 per month plus utilities February & March - $6900 per month plus utilities April - $4900 per month plus utilities50% deposit upon...
Featured review
This studio was perfect for our 4 week stay in Siesta Key! The neighborhood is beautiful and quiet-and everyone we met was so friendly-to us and to our dog! Every day we walked into the Village-where...
Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach
Key Amenities
About this property
*Calendar month rentals only*May-November (7 month lease) - $3500 per month plus utilities and tax. November & December - $6900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 days prior for monthly rentals. Check...
Featured review
I loved my two months at Blue Lagoon. It has a great location, near the beach and the village. Palm Island is a great neighborhood, a secluded enclave within Siesta Key. I got to know a lot of my neighbors...
Key Amenities
About this property
Escape to paradise in this updated 2 bedroom/2 bath villa at Polynesian Gardens on Siesta Key! Featuring an updated kitchen, tile floors and washer/dryer in unit. Enjoy three TVs and a private patio accessible from the master bedroom. Relax by the community pool and stay connected with WIFI. Beach access...
Explore a range of monthly rentals in Siesta Key, from beachfront condos to luxurious homes with ocean views. Whether you want to be close to Siesta Beach or prefer a quiet retreat near Crescent Beach, thereβs a rental to suit your needs. Enjoy the comfort of a long-term stay in this coastal paradise.
Donβt wait to secure your ideal long-term rental in Siesta Key. Browse our listings and find the perfect property for your extended stay. Whether youβre looking to escape the cold or enjoy a warm, sunny vacation, Siesta Key is the place to be.
Booking in advance is the best way to ensure you get the rental you want, especially during the busy winter months when Siesta Key is in high demand.
Group-Friendly Rentals
Planning a group vacation or family reunion? Siesta Key offers spacious rentals with multiple bedrooms and large living spaces, perfect for groups looking to enjoy a relaxed beach getaway.
Family-Friendly Monthly Rentals
Siesta Key is ideal for families with attractions like Siesta Beach, Point of Rocks, and Turtle Beach. Our family-friendly rentals provide ample space, outdoor areas, and proximity to kid-friendly activities like boating, snorkeling, and wildlife viewing.
Romantic Getaways for Couples
Siesta Keyβs romantic sunsets and tranquil beaches make it a great destination for couples. Enjoy cozy monthly rentals with ocean views, private pools, and easy access to intimate dining and beachside strolls.
Winter Retreats for Snowbirds
Siesta Key is a favorite among snowbirds seeking to escape the cold northern winters. With its warm weather, stunning beaches, and a laid-back atmosphere, itβs no wonder snowbirds flock here each winter. Our monthly rentals provide a comfortable and convenient home base for an extended stay.
Donβt miss out on your chance to spend the winter in paradise! Reserve your long-term rental in Siesta Key today and enjoy everything this beautiful destination has to offer.
Siesta Key is known for its stunning beaches and outdoor adventures. Staying in one of our monthly rentals puts you close to:
π° Highest rates
December through March
π Busiest month
February
π Popular home types
Beachfront condos and single-family homes
π₯ Hottest months
July and August
βοΈ Coldest months
January and December
β Rainiest months
June through September
πΊ Best months for flowers
April and May
π΄ Peak tourist season
December through March
π Quietest months
September and October
π Best beach months
March through May
ποΈ Best golfing months
November through April
π¨ Top cultural events
Siesta Key Crystal Classic Sand Sculpting Festival (November), Siesta Fiesta Art Festival (April)
π½οΈ Best dining months
January through March
π¦ Best months for nature activities
March through May
πΆ Best water sports season
June through September
ποΈ Best months for shelling
May and June
π
Local festivals peak
November through April