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

New Listing - 2 weeks online
$565,000
2
BEDS
2
TOTAL BATHS
1,101
SQFT
6157 Midnight Pass Road #E93 Sarasota, FL 34242
Condo For Sale
- Active

Re-modeled Turn-Key Furnished 2BR-2BA with beautiful coastal decorations offers a 3rd floor western exposure view of the mature landscaping. Elevator is very close to the unit for ease of coming and going. The 1 week rental is great for someone who

$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

Price Change - 6 days ago
$998,000
2
BEDS
2
TOTAL BATHS
1,770
SQFT
1228 Moonmist Circle #G-7 Sarasota, FL 34242
Condo For Sale
- Active

MOVE IN WITH EASE TO YOUR VERY OWN ISLAND OASIS! Beautifully updated, one-of-a-kind property nestled into the lush landscape and serene setting on Siesta Key. Moments from the famed white quartz beaches, shops and restaurants, and a few miles from th

New Listing - 4 weeks online
$849,000
3
BEDS
2
TOTAL BATHS
1,358
SQFT
6300 Midnight Pass Road #8 Sarasota, FL 34242
Villa For Sale
- Active

Crystal Sands Villa #8 is under construction with approved building permit to include (3) bedrooms / (2) baths. This rare villa is one of three (3) bedroom villas at Crystal Sands. Owner is also the general contractor on permit and will work with b

$380,000
1
BED
1
TOTAL BATH
751
SQFT
5855 Midnight Pass Road #723 Sarasota, FL 34242
Condo For Sale
- Active

Rarely Available 1 Bed Room Penthouse unit facing Siesta Key Beach and the Gulf of Mexico to enjoy beautiful sunsets from your screened balcony. The top floor is the only floor with 9' ceilings. This decore is a time capsule from 1978 and in need of

New Listing - 4 days online
$399,000
1
BED
1
TOTAL BATH
751
SQFT
5855 Midnight Pass Road #312 Sarasota, FL 34242
Condo For Sale
- Active

Experience Siesta Key resort living at its finest in this 1-bedroom, 1-bath condo in the gated waterfront community of Harbor Towers Yacht & Racquet Club, where you'll be just a short stroll from digging your toes in the famous powder-white sands of

New Listing - 4 weeks online
$539,900
2
BEDS
2
TOTAL BATHS
1,165
SQFT
5855 Midnight Pass Road #311 Sarasota, FL 34242
Condo For Sale
- Active

Excellent Opportunity!!! This gorgeous two bedroom two bath condo at Harbor Towers Yacht & Racquet Club on Siesta Key is beautifully furnished. It has everything, including new luxury vinyl flooring throughout and a updated kitchen with solid wood

New Listing - 4 days online
$649,900
2
BEDS
2
TOTAL BATHS
1,156
SQFT
5855 Midnight Pass Road #420 Sarasota, FL 34242
Condo For Sale
- Active

Wonderful views of the beach! Just 1/4 mile to public beach access and 1 mile form Siesta Village, free bus available. Harbor Towers Yacht & Racket Club is Resort Style Living, offering, fitness center, 2 pools, 3 Har-Tru tennis courts, kayak, boati

$579,000
2
BEDS
2
TOTAL BATHS
1,056
SQFT
5855 Midnight Pass Road #426 Sarasota, FL 34242
Condo For Sale
- Active

World-famous white sandy beaches minutes from your door can be found at this TURNKEY 2 bed, 2 bath, 1056 square foot condo on Siesta Key! The modern condo has been thoughtfully designed with an open concept layout ideal for entertaining. The galley-s

$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 - 3 weeks online
$1,349,000
2
BEDS
2
TOTAL BATHS
1,271
SQFT
6300 Midnight Pass Road #1107 Sarasota, FL 34242
Condo For Sale
- Active

This 11th floor view from Crystal Sands 1107 is simply unbeatable anywhere on Siesta Key. With a direct west and north view from this renovated condo, direct gulf view with view of downtown Sarasota ! The Crystal Sands complex has had major updates

New Listing - 3 weeks online
$1,299,000
2
BEDS
2
TOTAL BATHS
1,271
SQFT
6300 Midnight Pass Road #607 Sarasota, FL 34242
Condo For Sale
- Active

Crystal Sands 607 has been completely renovated and tastefully decorated with an open kitchen / dining / living space with an incredible view of the Gulf of Mexico. The Crystal Sands complex has had major updates over the last few years including cu

New Listing - 3 weeks online
$1,249,000
2
BEDS
2
TOTAL BATHS
1,271
SQFT
6300 Midnight Pass Road #608 Sarasota, FL 34242
Condo For Sale
- Active

Crystal Sands 608 located on the 6th floor is conveniently located in the middle of the high-rise. Many owners and guests prefer the location of this condo for this reason; not too high, not too low. This updated condo is tastefully decorated with

New Listing - a week online
$949,000
2
BEDS
2
TOTAL BATHS
1,029
SQFT
6310 Midnight Pass Road #703N Sarasota, FL 34242
Condo For Sale
- Active

Rarely available Crescent Arms #703N 2 bedroom / 2 bathroom located in the north tower has a split floor plan with gulf-view with weekly rentals! The Crescent Arms towers are direct ocean-front about (20) feet from the seawall and beach. Condo has

$849,900
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 right on the Gulf of Mexico. From this mid-rise, you have quick access for long beach walks, morning swims, evening sunsets and dolphin sightings. Short distance to south bridge. * Life does not

$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

New Listing - 3 weeks online
$1,600,000
2
BEDS
3
TOTAL BATHS
1,665
SQFT
6512 Midnight Pass Road #405 Sarasota, FL 34242
Condo For Sale
- Active

Welcome to your home in paradise. This home has been used just seasonally by the owners and has never been rented, so it has been very well maintained. This small, boutique condo complex has two pools, one with a spa/hot tub, a small fitness center

New Listing - 4 weeks online
$449,500
1
BED
1
TOTAL BATH
430
SQFT
6610 Midnight Pass Road #3 Sarasota, FL 34242
Condo For Sale
- Active

Investor Alert! Rare daily rental available in South Siesta Key Village! This very popular Airbnb and Vacation rental has enjoyed an 80% occupancy rate the last 12 months with Gross income over $47,000 and room to grow! Future bookings are already

$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