Coral Cove/Holiday Harbor Homes for Rent with Pool

Sarasota Seasonal Rental! Located in the 55+ Private and Active Community of Strathmore Villas. This 2bed/2bath villa has been beautifully updated and furnished, kitchen has a center island and seating area, stainless appliances, and fully equipped. There is a large family room and dining room, plus a formal living area. The primary bedroom has a king-sized bed, walk-in closet, and ensuite

Chrissie Cummings JENNETTE PROPERTIES INC

Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards your first full month's rent! You will not want to miss out on this amazing find! *Photos of a similar unit. * This spacious 1-bedroom, 1-bathroom condo is everything you have been looking for, with a perfect location just minutes away from the beautiful Siesta Key Beach,

Colbey Mason RYNTAL

Welcome to Strathmore Villas, a very active 55+ private, waterfront boating community! This is a Stand-alone Villa located at the end of a cul-de-sac and in a very private setting. This 2bed/2bath villa has been beautifully updated throughout. It has porcelain tile floors, the kitchen has granite countertops, wood cabinetry, and stainless-steel appliances. Both bathrooms are also updated, with

Chrissie Cummings JENNETTE PROPERTIES INC

Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards your first full month's rent! If you're looking to live close to Siesta Key, this home is the place for you! This spacious 2-bedroom, 1-bathroom home features over 1,000 sq. ft. of living space and sits at the forefront of a quiet street surrounded by a tropical landscape. Details

Colbey Mason RYNTAL

Strathmore Riverside, conveniently located off of Constitution Blvd/Swift Rd., has all you will need to enjoy maintenance free living in this 55 and up community. Located just 4`to 6 miles from Siesta Key and our vibrant downtown, this community is private, quiet and very close to shopping. There is also a marina, library. fitness center, billiard room and heated pool. This two-bedroom, two bath

Robin Turner WATERSIDE REALTY LLC

Amazing Opportunity – Annual Rental Available June 1, 2025!Don’t miss this beautifully updated 2-bedroom, 2-bath villa in the sought-after Baywood Colony Villas, just minutes from Siesta Key Beach. Nestled along the Intracoastal Waterway, this villa boasts western rear exposure—perfect for enjoying breathtaking sunsets from the waterfront or your private lanai.Step inside to a bright, open floor

Robert Bevington SHOWTIME REALTY

West of the Trail, FURNISHED remodeled light and bright 2 bedroom, 2 bath condo, a ground-floor, end unit with lots of windows and easy access. Enjoy a front lanai that is fully enclosed with glass that slides open and is screened for year-round enjoyment. The Living Room is tasteful in Modern Decor and Filled with Light. The Second Bedroom has plenty of room as an Office/Den or bedroom. Turnkey

John Werner BLUE SKY REAL ESTATE

The spacious, open-concept floor plan in the highly desirable Esplanade at Siesta Key features 2 bedrooms, 2 bathrooms, and a versatile den/office complete with a mirrored Murphy bed and custom cabinetry perfect for guests or dedicated workspace. Freshly painted with designer touches throughout, from tray ceilings and crown moldings to custom window treatments and wood-look tile flooring. Fully

Jorge Zea BLUE LIGHTHOUSE REALTY INC

AVAILABILITY: May, June, July, August 2025: $2,000/month plus fees & taxes September & October 2025: $2,400/month plus fees & taxes Discover the epitome of coastal living in this inviting 2-bedroom 1st floor condominium, strategically nestled just steps away from one of two heated pools, offering an ideal blend of comfort and convenience. This resort-style community, ideally located on the

Robert Bevington SHOWTIME REALTY

Unfurnished. Annual lease. This is a rare opportunity to rent one of Sarasota's premier waterfront properties at the end of a quiet cul-de-sac jetting out into Dolphin Cove. This spectacular property on Sarasota Bay features 210' feet of deep water for large boat/sailboat with unobstructed breathtaking views with three walls of windows. Open design Florida home with original front door, split

Joseph Meszaros M&M PROPERTY MANAGEMENT GROUP

Available now. Just an 8 minute walk to Siesta Key Beach! Shopping and dining is practically outside your front door! This unit has beencompletely updated with granite counter tops, new cabinets, custom bedroom closets, and more. Beautiful water views from the enclosed lanai. This community has two pools, tennis courts, and a waterfront boardwalk. Rent includes water and basic cable.

Timothy Bloch QUEST PROPERTIES INC

SARASOTA POOL HOME in CORAL COVE. Just completed newly furnished and UPDATED 3BR, 3BA waterfront pool home is ready for your arrival. RENTAL HOME Available May 2025 through April 2026 for reservation/lease. Coastal Living at it's best, WEST OF THE TRAIL!! This amazing home overlooks a saltwater canal with a private dock access for fishing, kayaking and boating in the Sarasota Bay. Dive-In or

Patrice Ivan WAGNER REALTY

SARASOTA..55 + community...The trouble-free tranquility of Villa living awaits you in this appealing 2/2 unit with loads of bonus space. The feature-rich on-site amenities package includes billiard room, meeting room, library, pool, fitness center, clubhouse and boat slips are available if interested on a first come, first serve basis. Various shopping and dining destinations are just a jiffy

Jane Hunter JENNETTE PROPERTIES INC

AVAILABLE NOW - ALL UTILITIES INCLUDED IN RENT - This charming turnkey furnished one-bedroom, one-bath condo is available as an annual rental and the perfect opportunity for those seeking coastal living with a vibrant community vibe. Step into a bright and airy space, fully turnkey furnished, ready for you to move in and start enjoying the Florida lifestyle. With a thoughtfully designed living

Beth Harris COMPASS FLORIDA LLC

AVAILABLE NOW - ALL UTILITIES INCLUDED IN RENT - This charming turnkey furnished one-bedroom, one-bath condo is available as an annual rental and the perfect opportunity for those seeking coastal living with a vibrant community vibe. Step into a bright and airy space, fully turnkey furnished, ready for you to move in and start enjoying the Florida lifestyle. With a thoughtfully designed living

Beth Harris COMPASS FLORIDA LLC

Available April. 2025- Furnished Annual..Freshly updated, ground floor, with laundry in the unit and reserved parking spot. Here's your chance to start living your new life here in Southwest Florida in The Resort Style, Water fronted Community of Castel Del Mare New Furnishings and Well Appointed with everything for your guest stay. Great Location 10 min walk to Siesta Key Crescent Beach and 10

Robert Bevington SHOWTIME REALTY

Fully Furnished - West of the Trail.... Pool Home.. Spend your summer here. Available June 8th 2025 through September 30th, 2025 - $3,450.00 month plus applicable taxes & feesExperience the charm of coastal living in this delightful Siesta Key Pool Home, just two houses from Sarasota Bay and less than a mile's walk to Crescent Public Beach—no car needed for your beach days!This

Robert Bevington SHOWTIME REALTY

Bright and Inviting Condo in Castel Del Mare – Minutes from Siesta Key Beach!Welcome to this delightful condo in the highly sought-after Castel Del Mare, perfectly situated just minutes from Siesta Key Beach, the #1 beach in the USA. From the moment you step inside, you’ll be enchanted by the thoughtfully designed décor and the magical ambiance.This spacious condo features charming living spaces,

Robert Bevington SHOWTIME REALTY

Back on the RENTAL market, after months of post hurricane rehab. Some interior and exterior improvements!Welcome to Heron's Aqua Breeze! This 3-bedroom 2 1/2 bath canal home with pool is back on the short-term rental market and located just 1 and as half miles to world famous SIESTA KEY BEACH! Spacious and well appointed, this home is equipped for a memory making vacation in a tropical paradise,

Robin Turner WATERSIDE REALTY LLC

Available 2025 season $4500/mo. Very cute 2 bedroom 2 bath, 1st floor condo with a lanai and great pool. This condo has a community laundry and assigned parking. You will feel like your on vacation every day. World famous Siesta Key Beach, with it's powder sands and blue water is approx. 2.4 miles away so it's an easy bike ride or drive over the bridge. Siesta Key has a whimsical vibe with

Brenda Cozy COLDWELL BANKER REALTY

Monthly Furnished Pool & Dock House - Welcome to this spacious, fully furnished home situated on an expansive 20,000 sq ft waterfront lot, complete with a boat lift. This turn-key property features: 3 Bedrooms: Each bedroom boasts a king-size bed, private bathroom access, and ample closet space. Screened-in Lanai: Enjoy breathtaking views of the backyard and its amenities, including a deep heated

Michael Sorensen STRINGER MANAGEMENT INC

No damage from Hurricane Helene or Milton! Available for seasonal and annual rental 2025, call agent for pricing. Discover the epitome of waterfront living in this exquisite 3-bedroom, 2-bathroom home located in Sarasota, Florida. Set on over a quarter-acre of prime land, this beautiful residence features a spacious 1,995 square foot open floor plan that leads to your private pool, ideal for

Rinat Sikdar COLDWELL BANKER REALTY

ANNUAL TURNKEY FURNISHED - AVAILABLE JUNE 1, 2025 * EXCEPTIONAL BAY VIEWS AWAIT YOU as you walk through the entrance of this rarely available 2 bedroom, 2 bath condo located in the most desirable building at CASTEL DEL MARE! Because of the location, this complex has been nicknamed "The Hidden Jewel on the Bay" as it serves as the gateway to Siesta Key! This condo features an open floor plan with

Claudette Krijger BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

View the intracoastal by SIESTA KEY from your master bedroom porch having a rest on the reclining chairs. This second floor townhouse is in the perfect location for your stay in SARASOTA and a short distance from a world famous beach. Located by the Stickney Point Bridge this renovated and beautifully decorated townhouse is ready for short term stays of a minimum of one month. Up the stairs to

Jane Hunter JENNETTE PROPERTIES INC

*** Available December, 2025 thru April, 2026***. Owner Requires 4-Month Lease min. Located in South Sarasota minutes to #1 rated Siesta Key Beach. Close to the Siesta Key Village with its many restaurants and shopping. This modern home is a short distance to all that Sarasota and Florida have to offer. Pride of ownership shows throughout the house with its travertine floors, complete renovations

Anthony DeLuca AUDREY RAIN RENTALS, INC

Amazing 2 bedroom 2 bathroom upgraded condo just over the bridge from Siesta Key. One of America's most beautiful beaches known for it's soft sand. All you need is your swimsuit and toothbrush. This complex has lots to offer. Two heated pools, one of witch overlooks Little Sarasota Bay. There you will be able to enjoy watching the boat traffic and yes dolphins! Tennis courts, shuffle board,

Kimberly Eudy RE/MAX PALM REALTY OF VENICE

AVAILABLE FOR SEASON 2026! AVAILABLE NOW LOVELY TURNKEY FURNISHED UNIT ON 2ND FLOOR, GREAT COMMUNITY WITH BEAUTIFUL POOLS, TENNIS, CLUBHOUSE AND FISHING PIER. GREAT LOCATION TO MAINLAND SHOPPING AND EASY COMMUTE TO SIESTA KEY BEACHES & VILLAGE. ONE MONTH MINIMUM. NO SMOKING, NO PETS & NO TRUCKS ALLOWED. GUEST WILL BE RESPONSIBLE FOR ELECTRIC FOR OFF SEASON MONTHS. CALL FOR AVAILABILITY. THIS

Maureen Plichta STRINGER MANAGEMENT INC

AVAILABLE MARCH 2025! Welcome to Castel Del Mare, also known as "Castle on the Bay"—a stunning waterfront community just minutes from Siesta Key! Nestled along Little Sarasota Bay (Intracoastal Waterway), beautifully remodeled 2-bedroom, 2-bath condo. Enjoy an updated kitchen and bathrooms, plus a covered lanai overlooking one of two sparkling pools. The community offers tennis courts, a

Robin De Busk STRINGER MANAGEMENT INC