Apartments for Rent in Siesta Key, FL with Pools

28 rentals available

5880 Midnight Pass Road
$11,000
5880 Midnight Pass Road, Siesta Key, FL 34242
(416) 527-5277
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Parking, Recently renovated, Gym + more
Beachfront Charm
Serene beachfront living with direct Siesta Key Beach access.
Located on the picturesque Siesta Key, this beautifully updated condo provides direct access to the acclaimed white sands without crossing any streets. Enjoy unmatched tranquility with private, deeded beach access. Revel in luxurious amenities like a heated pool, hot tub, and a range of sports courts—perfect for relaxation and an active lifestyle.
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1137 N MOONMIST COURT
$7,500
1137 North Moonmist Court, Siesta Key, FL 34242
(941) 306-4242
1 unit available
2 bed
Amenities
In unit laundry, Dishwasher, Parking, Walk in closets, Pool, Ceiling fan + more
Tropical Escape
Siesta Key villa: luxury, charm, unbeatable location!
This beautifully furnished villa in Siesta Key is a tropical haven. Recently updated, it offers modern amenities such as in-unit laundry and a heated pool. Proximity to Siesta Beach and free Siesta Breeze trolley rides make exploring local attractions both convenient and enjoyable.
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5153 SANDY COVE AVENUE
$7,400
5153 Sandy Cove Avenue, Siesta Key, FL 34242
(941) 954-5454
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Parking, Recently renovated, Stainless steel + more
Tropical Oasis
Unique Siesta Key home close to beach and amenities.
Discover a mid-century modern gem on Siesta Key with a stunning saltwater pool and canal views. This unique home is ideally positioned just a short bike ride from the sandy beaches of Siesta Key and all the vibrant offerings of Siesta Key Village. Recently renovated and featuring a luxurious master suite, this residence provides an exquisite blend of vintage charm and modern convenience.
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1250 North Portofino Drive
$6,900
1250 North Portofino Drive, Siesta Key, FL 34242
(941) 302-9495
1 unit available
2 bed
Amenities
Dishwasher, Pet friendly, Carport, Recently renovated, Walk in closets, Gym + more
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Best market deals
These units are the best deal in town.
319 Beach Rd Unit A
1 Bed • 1 Bath • 500 sqft
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1 Bedroom 1 Bath Condo Sandy Cove II Short Term Rental/Annual Rental 1 Bed, 1 Bath, $2200
1 Bed • 1 Bath • 656 sqft
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446 CANAL ROAD 5
2 Beds • 1 Bath • 680 sqft
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4439 OCEAN BOULEVARD 2A
3 Beds • 2 Baths • 1300 sqft
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5855 Midnight Pass Road - 1 1 Bed
1 Bed • 1 Bath • 751 sqft
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759 Birdsong Ln
$7,000
759 Birdsong Lane, Siesta Key, FL 34242
(571) 451-7168
1 unit available
3 bed
Amenities
Dishwasher, Dogs allowed, Garage, Pool, and Air conditioning
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CANAL FRONT CONDO
$6,900
1269 Dockside Place, Siesta Key, FL 34242
(941) 255-7200
1 unit available
2 bed
Amenities
Patio / balcony, Granite counters, Garage, Pool, Tennis court, Pickleball + more
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4852 FEATHERBED LANE
$7,000
4852 Featherbed Lane, Siesta Key, FL 34242
(941) 953-6000
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Garage, Recently renovated, Pool + more
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412 TREASURE BOAT WAY
$14,000
412 Treasure Boat Way, Siesta Key, FL 34242
(941) 306-4242
1 unit available
4 bed
Amenities
Patio / balcony, Dishwasher, Garage, Walk in closets, Pool, Ceiling fan + more
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5855 Midnight Pass Road - 1
$3,250
5855 Midnight Pass Road, Siesta Key, FL 34242
(941) 269-3112
1 unit available
1 bed
Amenities
In unit laundry, Patio / balcony, Recently renovated, Gym, Pool, and Air conditioning
Beach Bliss
Luxurious Beach Living in Siesta Key
This Siesta Key property offers a luxurious beach resort ambiance, just moments away from the stunning sugary sands of Siesta Key beach. With remodeled interiors featuring a modern beach decor, it promises comfort and indulgence. Residents love the serene intracoastal water views and exceptional community amenities such as two heated pools and three Har-Tru tennis courts.
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143 WHISPERING SANDS DRIVE
$6,500
143 Whispering Sands Drive, Siesta Key, FL 34242
(941) 922-4959
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Dishwasher, Garage, Recently renovated + more
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Luxury apartments
Top units for an elevated lifestyle.
345 AVENIDA LEONA 3 Bed
3 Beds • 2 Baths • 1617 sqft
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327 AVENIDA MILANO 3 Bed
3 Beds • 2 Baths • 1704 sqft
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22 SANDY COVE ROAD Apt 10-5
3 Beds • 3 Baths • 1898 sqft
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5516 AVENIDA DEL MARE 3 Bed
3 Beds • 2 Baths • 2259 sqft
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4879 COMMONWEALTH DRIVE 4 Bed
4 Beds • 3 Baths • 2450 sqft
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339 AVENIDA DE PARADISIO
$15,000
339 Avenida De Paradisio, Siesta Key, FL 34242
(877) 366-2213
1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Pet friendly, Garage, Stainless steel + more
Beach Proximity
Luxury Sarasota Home Minutes From Beaches
Enjoy luxurious living minutes away from Sarasota’s top beaches. Relax in a private oasis with a pool and hot tub, appreciated by residents for its tranquility and family fun. The modern comforts, including high-speed WiFi and a fully-equipped kitchen, make this property a haven for comfort and relaxation.
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5760 MIDNIGHT PASS ROAD
$5,000
5760 Midnight Pass Road, Siesta Key, FL 34242
(941) 306-4242
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Parking, Walk in closets, Gym + more
Ocean Retreat
Luxurious condo on Siesta Key's beachfront
Immerse yourself in the beauty of Siesta Key with direct access to 800 feet of pristine, private beach sand. Enjoy a wealth of amenities including a fitness center, heated pools, saunas, and courts for sports enthusiasts. This luxurious 2-bedroom condo promises comfort and breathtaking views for a perfect escape.
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1257 S PORTOFINO DRIVE
$4,500
1257 South Portofino Drive, Siesta Key, FL 34242
(813) 689-3115
1 unit available
2 bed
Amenities
On-site laundry, Granite counters, Dishwasher, Parking, Recently renovated, Stainless steel + more
Beach Access
Effortless Beach Living by Siesta Key
Nestled on Siesta Key, this 55+ community offers a charming condo with direct access to the #1 rated Siesta Key Beach just a short walk away. Residents rave about the beautifully remodeled interiors featuring modern amenities like granite counters and stainless steel appliances. The vibrant community hosts organized gatherings, perfect for enjoying the company of neighbors. Plus, with a free island trolley and proximity to local shops and restaurants, exploring the area is both enjoyable and convenient.
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4946 COMMONWEALTH DRIVE
$5,000
4946 Commonwealth Drive, Siesta Key, FL 34242
(941) 306-4242
1 unit available
3 bed
Amenities
Pet friendly, Garage, Pool, Microwave, Range, and Refrigerator
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5640 CAPE LEYTE DRIVE
$8,000
5640 Cape Leyte Drive, Siesta Key, FL 34242
(941) 306-4242
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Recently renovated, Pool, Microwave, and Range
Beach Proximity
Classic beach house near Siesta Key Village.
This charming 1964 beach house on Siesta Key has been beautifully updated, offering terrazzo flooring and a modern, fully equipped kitchen. Residents rave about the home's easy access to the beach and nearby Siesta Key Village's restaurants and shopping. The open floor plan and enclosed lanai with pool views add to its appeal.
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345 AVENIDA LEONA
$18,000
345 Avenida Leona, Siesta Key, FL 34242
(941) 306-4242
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Parking, Recently renovated, Pool, Ceiling fan + more
Tropical Paradise
Canal-Front Oasis Near Siesta Key Beach
Discover a canal-front oasis just steps from Siesta Key Beach. This beautifully updated three-bedroom, two-bathroom property comes with a private pool and a tropically landscaped backyard, perfect for relaxation and entertaining. Guests rave about its prime location close to Siesta Key Village with its delightful shopping and dining options.
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Frequently Asked Questions (FAQs)

Rental prices for apartments with pools in Siesta Key range from $2,100 to $18,000 per month.

Currently, there are 35 apartments with pools available for rent in Siesta Key.

City Guide for Siesta Key, FL

"Siesta Key...as perfect as a stretch of sand could be." -Travel Channel

If beautiful coastlines are your thing, you can't go wrong living in Siesta Key, an eight-mile-long barrier island on Florida's Gulf coast, with soft white beaches that consistently rank as the best in the world. But there's more to life on Siesta Key than sand between your toes. Just across the bay from Sarasota and an hour from Tampa, Siesta Key is close to some of the finest shopping, dining, and entertainment the Gulf Coast has to offer. And it's not all retirees and tourists, either. So what are you waiting for? Well, before you begin your apartment search, there are some things you need to know.

Since Siesta Key is a popular year-round tourist destination (yes, even in the heat of July), short-stay rental properties abound, with houses, condos, and luxury apartments commonly rented out by the week or month

View Siesta Key City Guide

Apartments for Rent in Siesta Key, FL with Pools

5880 Midnight Pass Road

1137 N MOONMIST COURT

5153 SANDY COVE AVENUE

1250 North Portofino Drive

759 Birdsong Ln

CANAL FRONT CONDO

4852 FEATHERBED LANE

412 TREASURE BOAT WAY

5855 Midnight Pass Road - 1

143 WHISPERING SANDS DRIVE

339 AVENIDA DE PARADISIO

5760 MIDNIGHT PASS ROAD

1257 S PORTOFINO DRIVE

4946 COMMONWEALTH DRIVE

5640 CAPE LEYTE DRIVE

345 AVENIDA LEONA

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Frequently Asked Questions (FAQs)

How much is rent for an apartment with a pool in Siesta Key?

How many apartments with pools are available for rent in Siesta Key?