Siesta Key Income Properties

Browse properties on Siesta Key that generally make good investment properties. County, Key, and/or condo and homeowner association rules allow short rental periods of 2 weeks or less. 

$524,500
2
BEDS
2
TOTAL BATHS
1,101
SQFT
6157 Midnight Pass Road #E82 Sarasota, FL 34242
Condo For Sale
- Active

Welcome to Siesta Key...Affordable 2 bedroom, 2 bath condo in rental friendly Bay Oaks. This unit features updated kitchen with stainless steel appliances, granite countertops, and tile flooring. Both bathrooms have been remodeled, and have in unit w

$750,000
1
BED
1
TOTAL BATH
768
SQFT
5966 Midnight Pass Road #G-54 Sarasota, FL 34242
Condo For Sale
- Active

This beautiful condo, located in the sought-after Grand Tower of the Palm Bay Club has breathtaking views of the famous Siesta Key Beach from both the bedroom and living room. There is simply no better way to watch the sunset than on the patio of thi

$999,000
2
BEDS
2
TOTAL BATHS
1,454
SQFT
5920 Midnight Pass Road #1106TO Sarasota, FL 34242
Condo For Sale
- Active

Iconic Sarasota Surf and Racquet Club 11th floor Tower unit with great Gulf of Mexico views. Positioned in a prime location on the # 1 ranked beach in the USA. These units don't come up very often, especially this high up. This Turnkey furnished u

$999,000
2
BEDS
2
TOTAL BATHS
1,282
SQFT
6264 Midnight Pass Road #101 Sarasota, FL 34242
Condo For Sale
- Active

PERFECT PLACE TO WATCH THE SUNSET!! 2 bedroom/2 bath gulf front condo located on Crescent Beach. Walk out onto your patio and directly down to the courtyard area with a private back entrance for easy access to the pool area and beach access.  The wee

$585,000
2
BEDS
2
TOTAL BATHS
1,056
SQFT
5855 Midnight Pass Road #110 Sarasota, FL 34242
Condo For Sale
- Active

Achieving paradise that pays you back is found in this welcoming, ground-floor condominium at Harbor Towers. Presenting an excellent rental history, this residence provides you the possibility to make a return on your investment when you’re not livin

New Listing - 5 days online
$559,900
2
BEDS
2
TOTAL BATHS
1,056
SQFT
5855 Midnight Pass Road #617 Sarasota, FL 34242
Condo For Sale
- Active

Great 2 bedroom, 2 bath condo overlooking the intercoastal. Move in ready. Resort style complex, with 2 pools 3 tennis courts, BBQ area, Social room, Work out room and marina.

$959,000
2
BEDS
2
TOTAL BATHS
1,271
SQFT
6300 Midnight Pass Road #109 Sarasota, FL 34242
Condo For Sale
- Active

Welcome to Paradise!! Crystal Sands, one of the best central locations on World famous, Siesta Key Beach! Start your day with a cup of coffee out on the huge lanai looking out to the pool/beach or a morning jog on the beach...only steps away from yo

New Listing - 2 weeks online
$585,000
2
BEDS
2
TOTAL BATHS
1,306
SQFT
6287 Midnight Pass Road #405 Sarasota, FL 34242
Condo For Sale
- Active

Live the Florida dream in this fabulous Siesta Key condo with Beach to Bay access . Amenities abound , including tennis and pickle ball courts, fishing pier and 2 swimming pools and fitness center . Charming, sun-filled , courtyard view with a sma

$949,000
2
BEDS
2
TOTAL BATHS
1,496
SQFT
6326 Midnight Pass Road #301 Sarasota, FL 34242
Condo For Sale
- Active

Looking for an investment property or vacation getaway on the beautiful white sands of Siesta Key Beach? Then look no further than this updated, third floor condo - one of the largest two bedroom units in El Presidente. This end unit is flooded with

$899,000
2
BEDS
2
TOTAL BATHS
1,496
SQFT
6326 Midnight Pass Road #101 Sarasota, FL 34242
Condo For Sale
- Active

EL PRESIDENTE sits on Sarasota’s prized Crescent Beach on the Gulf of Mexico. From the mid-rise, you have quick access for long beach walks, morning swims, evening sunsets and dolphin sightings. Life does not get much better than this! This unit is b

$349,900
1
BED
1
TOTAL BATH
797
SQFT
5625 Midnight Pass Road #611 Sarasota, FL 34242
Condo For Sale
- Active

Voted one of the most desirable places to live in the US, Siesta Key Beach is THE place to be when it comes to white powder sand, calm waters, entertainment and dining (both casual and formal!) An incredible place to call home and enjoy life! White S

New Listing - 4 weeks online
$399,000
1
BED
1
TOTAL BATH
797
SQFT
5631 Midnight Pass Road #1004 Sarasota, FL 34242
Condo For Sale
- Active

This meticulously maintained one bedroom, one bathroom unit in the highly sought after White Sands Village Community is finally available. Perfectly located directly across from the world-famous Siesta Key beach. This is a fantastic opportunity to

New Listing - 4 weeks online
$1,100,000
2
BEDS
2
TOTAL BATHS
1,265
SQFT
6480 Midnight Pass Road #514 Sarasota, FL 34242
Condo For Sale
- Active

Discover the soft white sand and calm blue waters of Siesta Key’s Crescent Beach just steps from this move-in-ready two-bedroom, two-bath residence at Siesta Breakers. Just off the Southbridge on Siesta Key and across the street from shops, restauran

$3,495,000
4
BEDS
6
TOTAL BATHS
4,773
SQFT
1291 Southport Drive Sarasota, FL 34242
Single Family Home For Sale
- Active

Located directly on the Intracoastal Waterway this property occupies the point of a canopied road in Royal Palm Harbor, one of the island’s closest upscale neighborhoods to the award winning white sands of famed Siesta Key beach. Incredible views, bo

$1,100,000
2
BEDS
2
TOTAL BATHS
1,215
SQFT
6518 Midnight Pass Road #512 Sarasota, FL 34242
Condo For Sale
- Active

Very Rarely Available Top Floor Gulf Front Unit. Owners have held this real estate since 1986! Located at the very top corner of the entire building! Highest and best Gulf of Mexico View, steps from the elevator and top exterior sundeck. A true Isl

$2,850,000
4
BEDS
4
TOTAL BATHS
3,384
SQFT
1224 Northport Drive Sarasota, FL 34242
Single Family Home For Sale
- Active

A tropical refuge surrounded by lush, mature landscaping; this captivating waterfront home is ideal for multi-generational living. Like a hidden treasure behind a private gate amidst the foliage on the edge of a canal, feel as though you’ve escaped t

$139,000
3
BEDS
3
TOTAL BATHS
2,460
SQFT
915 Seaside Drive #613, Weeks 4-5 Sarasota, FL 34242
Condo For Sale
- Active

Fractional Ownership. Winter Fractional Package, with 1/16th shares of ownership! Your dream of a new luxury home on Siesta Key Beach can now be a reality; an enviable lifestyle on America's top-rated beach! Here is your opportunity to own a piece of

$110,000
4
BEDS
3
TOTAL BATHS
2,397
SQFT
915 Seaside Drive #613 week 22 & 23 Sarasota, FL 34242
Condo For Sale
- Active

Fractional Ownership. Fractional Ownership. 2021 Fractional ownership, weeks 22 & 23, plus one floating week. Enjoy spectacular vacations directly on top-rated Siesta Key Beach in this magnificent condominium. Your dream of a luxury home on Siesta K

$2,375,000
3
BEDS
4
TOTAL BATHS
2,255
SQFT
915 Seaside Drive #507 Sarasota, FL 34242
Condo For Sale
- Active

We present to you an immaculate, BEACHFRONT residence with PANORAMIC WATERFRONT VIEWS from the highly-regarded Hyatt Beach Residence Club of Siesta Key! Luxury awaits from this sprawling 5th-floor condominium with incredible views of the GULF OF MEXI

$130,000
4
BEDS
3
TOTAL BATHS
2,397
SQFT
915 Seaside Drive #405 weeks 6 and 7 Sarasota, FL 34242
Condo For Sale
- Active

Fractional Ownership. Fractional Ownership. Fractional Ownership. 2021 Fractional ownership, weeks 6 & 7, plus one floating week. Enjoy spectacular vacations directly on top-rated Siesta Key Beach in this magnificent condominium. Your dream of a luxu