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apartments with pool
Last updated August 8 2020 at 11:31 PM

232 Apartments for rent in Siesta Key, FL with pools

Finding apartments with a pool in Siesta Key means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing... Read Guide >
Last updated August 9 at 04:33 PM
1 Unit Available
5400 OCEAN BOULEVARD
5400 Ocean Boulevard, Siesta Key, FL
1 Bedroom
Ask
2 Bedrooms
$5,500
1187 sqft
NOT AVAILABLE FEBRUARY OR MARCH. Price varies depending on length of stay and time of year.
Last updated August 9 at 04:33 PM
1 Unit Available
340 TREASURE BOAT WAY
340 Treasure Boat Way, Siesta Key, FL
4 Bedrooms
$7,950
3250 sqft
ANNUAL RENTAL (12 month min) ONLY Magnificent Fully Renovated Modern Luxury Home features 4 bedroom and 4.5 bathrooms in the heart of Siesta Key.
Last updated August 9 at 04:33 PM
1 Unit Available
1215 S PORTOFINO DRIVE
1215 South Portofino Drive, Siesta Key, FL
2 Bedrooms
$2,200
991 sqft
AVAILABLE SUMMER & FALL 2020. 55+ COMMUNITY WITH BEACH ACCESS.THIS 4TH FLOOR END UNIT HAS EVERYTHING YOU NEED TO ENJOY YOURSELF. VIEWS OF THE CANAL AND POOL AREA. IF YOUR LOOKING FOR THE SUNNY SKIES AND WARM WEATHER PLEASE CALL FOR AVAILABILITY.
Last updated August 9 at 04:33 PM
1 Unit Available
5600 BEACH WAY DRIVE
5600 Beach Way Dr, Siesta Key, FL
2 Bedrooms
$5,500
1182 sqft
AVAILABLE FOR 2021 SEASON, Siesta Key! Voted number 1 by Mr. Beach. 3 rd floor condo in an elevator building, directly across form the public beach, no obstructions to toes in the sand. 2 bedrooms, 2 baths. King bed, queen bed and a full bed.
Last updated August 9 at 04:33 PM
1 Unit Available
143 WHISPERING SANDS DRIVE
143 Whispering Sands Drive, Siesta Key, FL
2 Bedrooms
$3,300
1264 sqft
AVAILABLE FALL 2020. This property is booked for Jan/ Feb/March/April 2021.
Last updated August 9 at 04:33 PM
1 Unit Available
6157 MIDNIGHT PASS RD
6157 Midnight Pass Road, Siesta Key, FL
1 Bedroom
Ask
2 Bedrooms
$2,000
1192 sqft
Beautiful well maintained condo, over looking pool, close to beach
Last updated August 9 at 04:33 PM
1 Unit Available
6005 MIDNIGHT PASS ROAD
6005 Midnight Pass Road, Siesta Key, FL
2 Bedrooms
$5,500
1179 sqft
*** NOW AVAILABLE FOR 2020 SEASON *** This must see 2 bedroom 2 bath villa is located just feet away from the beach. A hidden jewel on Siesta Key, Provincial Gardens is a community of villas on a private, tree lined street.
Last updated August 9 at 04:33 PM
1 Unit Available
1319 DOCKSIDE PLACE
1319 Dockside Place, Siesta Key, FL
3 Bedrooms
$2,500
1827 sqft
Your Island Paradise! EASY WALKING DISTANCE TO SIESTA BEACH WITH BIG MARINA WATER VIEWS, this bright and spacious 3/3 townhome affords the ideal island lifestyle.
Last updated August 9 at 04:33 PM
1 Unit Available
325 AVENIDA MADERA
325 Avenida Madera, Siesta Key, FL
3 Bedrooms
$7,500
1332 sqft
Dockside Delight. Just walk out your back door and jump into your boat for a great day of fishing or sunset cruise. Beautifully updated throughout, 72' canal front (dredged in 2008). Your just a short walk to World famous Siesta Beach.
Last updated August 9 at 04:33 PM
1 Unit Available
5740 MIDNIGHT PASS ROAD
5740 Midnight Pass Road, Siesta Key, FL
3 Bedrooms
$6,500
1757 sqft
Incredible Gulf & Bay beachfront condo with an outstanding view and resort style amenities! This end unit is located in building F and offers sensational Gulf and beach views from the kitchen, dining room, living room, lanai and mater bedroom.
Last updated August 9 at 04:33 PM
1 Unit Available
5024 HIGEL AVENUE
5024 Higel Avenue, Siesta Key, FL
3 Bedrooms
$7,000
1999 sqft
Spectacular is an understatement when describing this beautiful Siesta Key canal front pool home.
Last updated August 9 at 04:33 PM
1 Unit Available
4822 OCEAN BOULEVARD
4822 Ocean Boulevard, Siesta Key, FL
1 Bedroom
Ask
2 Bedrooms
$3,000
1435 sqft
Enjoy the phenomenal Gulf front panorama from this lovely 2nd floor remodeled condo in model condition. The wide open views of the Bay, Gulf and Big Pass and the twinkling lights of Lido and downtown are jaw dropping.
Last updated August 9 at 04:33 PM
1 Unit Available
301 AVENIDA MADERA
301 Avenida Madera, Siesta Key, FL
2 Bedrooms
$6,000
665 sqft
4 Bedrooms
Ask
**NEW IN-GROUND HEATED POOL COMING IN OCTOBER 2020!** If you are looking for the perfect location for your next vacation, then your search is over! This 2 bedroom, 2 bath property features a prime location within The Village of Siesta Key and is
Last updated August 9 at 04:33 PM
1 Unit Available
312 CANAL ROAD
312 Canal Road, Siesta Key, FL
2 Bedrooms
$6,000
1792 sqft
Beautiful two bedroom townhome in the AMAZING Siesta Key Village.
Last updated August 9 at 04:33 PM
1 Unit Available
314 CANAL ROAD
314 Canal Road, Siesta Key, FL
2 Bedrooms
$6,000
1792 sqft
Beautiful two bedroom townhome in the AMAZING Siesta Key Village.
Last updated August 9 at 04:33 PM
1 Unit Available
5640 CAPE LEYTE DRIVE
5640 Cape Leyte Drive, Siesta Key, FL
3 Bedrooms
$6,500
1628 sqft
Bring the family and enjoy the powdery sand and gorgeous sunsets of world famous Siesta Key Beach, voted #1 in America! The beach is only 2 blocks away from this perfect getaway home.
Last updated August 9 at 04:33 PM
1 Unit Available
338 AVENIDA DE PARADISIO
338 Avenida De Paradisio, Siesta Key, FL
3 Bedrooms
$6,500
1735 sqft
WEEKLY RENTAL $1700 Inquire for more info. DREAMING OF LIVING THE RELAXED LIFESTYLE...mere blocks to the Village of Siesta Key and the beach, this completely updated 3 bedroom, 3 bath canal-front home sleeps 6 and offers a boat dock and lift.
Last updated August 9 at 04:33 PM
1 Unit Available
5316 CALLE DE LA SIESTA
5316 Calle De Siesta, Siesta Key, FL
3 Bedrooms
$6,000
1336 sqft
This Property is RENTED WEEKLY @ $2000 The vacation destination The Siesta Jewel can be described in one simple word, Perfect! This incredible property offers 2 villas and 1 single family home.
Last updated August 9 at 04:33 PM
1 Unit Available
5855 MIDNIGHT PASS ROAD
5855 Midnight Pass Road, Siesta Key, FL
1 Bedroom
Ask
2 Bedrooms
$5,500
1056 sqft
3 Bedrooms
Ask
This amazing penthouse with gulf views and been totally remodeled! Everything in the property is brand new, from the towels, to the housewares and the furniture! Since it is new to the rental community it is available starting in May and it is
Last updated August 9 at 04:33 PM
1 Unit Available
5239 WINDING WAY
5239 Winding Way, Siesta Key, FL
3 Bedrooms
$6,000
1194 sqft
This is the PERFECT Siesta Key Retreat house! Relax in this BEAUTIFUL and Quiet neighborhood surrounded by mature trees.
Last updated August 9 at 04:33 PM
1 Unit Available
144 AVENIDA VENECCIA
144 Avenida Veneccia, Siesta Key, FL
3 Bedrooms
$6,500
2689 sqft
You deserve the best home Siesta Key has to offer……don’t you? The location of this sensational home makes it a popular place to live and relax. It is a stone’s throw to the Gulf of Mexico and a stone’s throw to the heart of Siesta Key Village.
Last updated August 9 at 04:33 PM
1 Unit Available
431 AVENIDA DE MAYO
431 Avenida De Mayo, Siesta Key, FL
3 Bedrooms
$7,000
1510 sqft
Siesta Key vacation in style on one of the beautiful canals a short distance away from the #1 Beach in the USA.
Last updated August 9 at 04:33 PM
1 Unit Available
345 AVENIDA LEONA
345 Avenida Leona, Siesta Key, FL
3 Bedrooms
$2,800
1617 sqft
Paradise awaits in this recently updated canal front home on Siesta Key.
Last updated August 9 at 04:33 PM
1 Unit Available
1002 GLEBE LANE
1002 Glebe Lane, Siesta Key, FL
3 Bedrooms
$8,000
1808 sqft
This home has an INCREDIBLE feel - vaulted ceiling in the main living area leads to the fully caged and screened outdoor living space complete with spa tub and heated saltwater pool.
What to keep in mind when looking for apartments with pools in Siesta Key, FL

Finding apartments with a pool in Siesta Key means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing your next lease.

Ask the property management how long the pool is open each year. Is it seasonal? Does the pool have a heat pump to make it practical to swim beyond summertime? You should also inquire about pool rules, capacity, and if unattended children are permitted. The size of the pool also matters. An oversized apartment complex with a tiny pool could mean crowded summers and frustrations when trying to take a quick dip.

Finding apartments with a pool in Siesta Key could also drive up your rent, but may be worth the trade-off. Assess the overall amenities of the property. Apartments with a pool may look fantastic on the outside, but inside the kitchen could need an upgrade or the bedrooms could prove smaller than you want.

Once you find the apartment of your dreams, enjoy an afternoon swim and get to know your new neighbors.

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