$9,500 Per Month
- 2 Beds
- 2 Baths
- 1,489 Sq Ft
- Condo for Rent
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242$9,500 Per Month
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242$5,773
Total Monthly Price
1037 W Peppertree Dr Unit SI FL3-ID1546456P, Sarasota, FL 34242
The advertised rate of $5,774/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 29, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$7,587
Total Monthly Price
6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242
The advertised rate of $7,588/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$5,564
Total Monthly Price
6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242
The advertised rate of $5,564/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 18, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$7,587
Total Monthly Price
6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242
The advertised rate of $7,588/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$3,996
Total Monthly Price
1500 Midnight Cove II Place Unit SI ID1591484P, Siesta Key, FL 34242
The advertised rate of $3,996/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$5,564
Total Monthly Price
6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242
The advertised rate of $5,564/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 18, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$3,996
Total Monthly Price
1500 Midnight Cove II Place Unit SI ID1591484P, Siesta Key, FL 34242
The advertised rate of $3,996/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$5,773
Total Monthly Price
1037 W Peppertree Dr Unit SI FL3-ID1546456P, Sarasota, FL 34242
The advertised rate of $5,774/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 29, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$12,000
Total Monthly Price
19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242
Experience the ultimate Siesta Key lifestyle in this beautifully furnished 2 bedroom, 2 bathroom luxury beachfront condo, perfectly situated in the heart of Siesta Key Village! Wake up just steps away from the gorgeous white sands and crystal clear waters of Siesta Key. Spend your days relaxing on the world-famous beach, enjoying the pool, or taking advantage of the community's resort-style
$12,000
Total Monthly Price
19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242
Experience the ultimate Siesta Key lifestyle in this beautifully furnished 2 bedroom, 2 bathroom luxury beachfront condo, perfectly situated in the heart of Siesta Key Village! Wake up just steps away from the gorgeous white sands and crystal clear waters of Siesta Key. Spend your days relaxing on the world-famous beach, enjoying the pool, or taking advantage of the community's resort-style
$2,500
Total Monthly Price
3985 Roberts Point Rd Unit Siesta Key Apartment, Siesta Key, FL 34242
Fully furnished, intercoastal waterfront detached garage apartment on one of the most desirable streets on far north end of Siesta Key. Could be set up as 1 or 2 bedroom. Month to month lease available, discount for longer commitments. All standard services and utilities included in rent price. Price includes one bay of a two car garage for covered parking. Unlimited pool and dock use 7a-9p
$2,500
Total Monthly Price
3985 Roberts Point Rd Unit Siesta Key Apartment, Siesta Key, FL 34242
Fully furnished, intercoastal waterfront detached garage apartment on one of the most desirable streets on far north end of Siesta Key. Could be set up as 1 or 2 bedroom. Month to month lease available, discount for longer commitments. All standard services and utilities included in rent price. Price includes one bay of a two car garage for covered parking. Unlimited pool and dock use 7a-9p
$4,000 Per Month
1250 N Portofino Dr Unit 301, Sarasota, FL 34242
Gorgeous updated 2 BR, 2 Bath condo on a Canal Available Now Through December 31st or April 1, 2027 and beyond! Sailboat water, fishing pier, private beach access directly across the street. Beautifully furnished vacation home with water view from main bedroom, Livingroom and lanai. End unit so more light and larger kitchen space. Everything you will need for your beach vacation. Amenities
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
$4,034
Total Monthly Price
5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242
The advertised rate of $4,035/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 29, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$9,500 Per Month
1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242
Just steps from Crescent Beach, this unit has 2 bedrooms and 2 full bathrooms. Complete with a full kitchen supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and has a Keurig.The formal dining area has seating for 6. This flows into the living area that has comfortable couch seating, a fan, access to the lanai and a 55"
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$1,938
Total Monthly Price
6040 E Peppertree Way Unit SI FL2-ID1591458P, Siesta Key, FL 34242
The advertised rate of $1,939/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$7,400 Per Month
1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242
Indulge in the ultimate coastal lifestyle with this charming 2-bedroom, 2-bathroom first-level condo in the heart of Gulf & Bay Club Bayside on Siesta Key, Florida. As you enter, the coastal vibes welcome you into a thoughtfully designed space adorned with beach-inspired decor and sunlit interiors. Step through the sliding glass doors onto your private screened-in lanai, where the gentle
Andy Moore GULF COAST REALTY & MANAGEMENT
$1,938
Total Monthly Price
6040 E Peppertree Way Unit SI FL2-ID1591458P, Siesta Key, FL 34242
The advertised rate of $1,939/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$7,050 Per Month
1055 W Peppertree Dr Unit 703AA, Sarasota, FL 34242
This luxurious condo is in a Gulf-side High-rise and is located on the 7th floor. This condo has 2 bedrooms and 2 full bathrooms.A fully equipped kitchen awaits you with cabinet lighting, a ceiling fan and a breakfast bar for 3. It is supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and a Keurig.The formal dining room
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,885
Total Monthly Price
1400 Cove II Place Unit SI FL2-ID1578373P, Sarasota, FL 34242
The advertised rate of $5,885/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$9,500 Per Month
1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242
Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Bayside Bay Club, offers breathtaking views of the boat harbor and Intracoastal Waterway.The kitchen is a chef's delight, boasting stainless steel appliances and sleek countertops. The living room is the perfect place to kick back and relax after a day of adventure, with
Andy Moore GULF COAST REALTY & MANAGEMENT
$5,368
Total Monthly Price
5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242
The advertised rate of $5,369/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$9,000 Per Month
6020 Midnight Pass Rd Unit 53, Sarasota, FL 34242
Beach or pool today? Or perhaps you'd rather stay in and enjoy a good book on the charming porch of Villa 53 at Aloha Kai. This beautifully remodeled retreat features an updated kitchen and bath, paired perfectly with coastal-inspired furnishings that create a relaxing home away from home. The spacious bedroom offers generous closet space, ensuring comfort and convenience during your stay.
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,368
Total Monthly Price
5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242
The advertised rate of $5,369/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$12,296 Per Month
6046 W Peppertree Way Unit 223B, Sarasota, FL 34242
Welcome to your luxurious retreat nestled by the poolside! This stunning 2-bedroom, 2-bathroom condo on the 1st floor offers a perfect blend of comfort, style, and convenience. Step into the beautifully renovated living space, where every detail has been carefully curated to create an inviting atmosphere. The open-concept layout seamlessly connects the living, dining, and kitchen areas, making it
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$4,028
Total Monthly Price
5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242
The advertised rate of $4,028/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 29, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$7,600 Per Month
1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
Welcome to our recently updated two-bedroom, two-bathroom second-floor unit in Gulf and Bay - Bayside on Siesta Key. This stunning condo offers a host of modern features and stylish enhancements that will elevate your vacation experience to new heights. With vaulted ceilings creating an open and airy atmosphere, you'll find that every corner of this unit has been thoughtfully designed for your
Andy Moore GULF COAST REALTY & MANAGEMENT
$11,685
Total Monthly Price
1179 Lake House Cir Unit SI ID1578383P, Siesta Key, FL 34242
The advertised rate of $11,685/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$7,000 Per Month
1200 E Peppertree Ln Unit 303, Sarasota, FL 34242
This property is a 30 night minimum.1200-303 is a Bay side Mid-rise unit, located approximately 150 yards away from the Bay.Newly remodeled kitchen with stainless steel appliances. Grab bars located in both bathrooms. Guest bedroom T.V is mounted on the wall. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft. (1375 including the lanai) Condo Summary:Bedding:
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$11,685
Total Monthly Price
1179 Lake House Cir Unit SI ID1578383P, Siesta Key, FL 34242
The advertised rate of $11,685/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$4,000 Per Month
1215 S Portofino Dr Unit 308, Sarasota, FL 34242
BEAUTIFUL WATERFRONT CONDO IN SIESTA HARBOR! CANAL VIEWS • BEACH ACCESS • BOAT SLIPS ON SITE REASONABLY PRICE, CHECK AVAILABILITY. Condo available through January 15, 2027 or April 2027! Step into coastal luxury in this private, beautifully furnished corner end-unit in the highly sought-after Dolphin Building of Siesta Harbor. Enjoy gorgeous water views of the canal from your enclosed hurricane
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
$5,885
Total Monthly Price
1400 Cove II Place Unit SI FL2-ID1578373P, Sarasota, FL 34242
The advertised rate of $5,885/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$8,370 Per Month
6020 Midnight Pass Rd Unit 45, Sarasota, FL 34242
Villa 45 at Aloha Kai is a light-filled coastal retreat featuring an updated kitchen that perfectly complements its bright, beachy furnishings. Whether you prefer a refreshing swim in the Gulf of Mexico or a relaxing afternoon by the pool, the choice is yours. With a king bed and two twin beds, this villa comfortably accommodates guests, making it ideal for a family visit. The front porch and
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$11,340
Total Monthly Price
3951 Roberts Point Rd Unit SI ID1591435P, Siesta Key, FL 34242
The advertised rate of $11,340/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$8,340 Per Month
6154 Midnight Pass Rd Unit C06, Sarasota, FL 34242
C6 is a lovely unit, has been remodeled and is awaiting your arrival. It can accommodate up to 6. The spacious living room/dining room has all new furniture, including a large couch, two recliners, coffee, and end tables. In the dining area you will find a new dining table and chairs and a ceiling fan. There is also a wall-mounted 55” UHD Smart TV. The very large Master Bedroom has a king-size
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$11,340
Total Monthly Price
3951 Roberts Point Rd Unit SI ID1591435P, Siesta Key, FL 34242
The advertised rate of $11,340/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$7,500 Per Month
6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
This comfortable large 2 bedrooms 2 bathrooms villa is just steps away from Casa Blanca. Steps to the the white pristine beach voted #1 and the over sized pool for a cool dip. This villa comfortably sleeps up to 4 with a king size and 2 twin beds. Shopping and restaurants within steps or ride the trolley into Siesta Key Village or south to Turtle Beach. Come relax and enjoy the gulf breezes in
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$2,395 Per Month
5649 Midnight Pass Rd Unit 803, Siesta Key, FL 34242
SIESTA KEY LIVING!! This unfurnished 2 bed/2 bath residence has a remodeled kitchen with faux granite countertops, a new microwave, dishwasher, fans throughout, tile floors throughout, and a screened porch. Enjoy the beautifully manicured 7 acres with live oaks, palm trees, tropical flowers, and flowering shrubs. A courtyard path leads to boat docks in a sheltered marina that connects to the
$8,970 Per Month
6020 Midnight Pass Rd Unit 22, Sarasota, FL 34242
Villa 22 at Aloha Kai is where memories are made while spending time at the beach with family and friends, offering the perfect spacious setting. Its open floor plan fosters conversation and connection, encouraging moments away from screens. After a day of sunshine and sandy toes, gather in the updated kitchen, featuring a casual dining bar designed to invite everyone to join in meal preparation.
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
Showing Results 1 - 40, Page 1 of 5
There are currently 175 homes available for rent in Siesta Key, FL. The median rent is $6,539 per month, with condos at $6,540.
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Number of 2 Bedroom Homes for Rent
175
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Median 2 Bedroom Condo Rent
$7,579
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