Home Vacation Rentals By Owner In Siesta Key, FL

Showing 620 Of 2077 Vacation Rentals
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Exceptional(3)

$326.73

/ Nightly
Condo

Anchorage 704

Siesta Key, Florida, United States

brbrWe invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location.brbrAs you enter the condo, your eye is immediately drawn to the bright and cheery living space and ...wall of sliding glass doors that open up to the balcony. Southern exposure bathes the condo in sunshine through large sliding glass doors in each room. The sliding gass doors open to create an indoor/outdoor living space where you can relax with picturesque views of the Intercoastal Waterway and the Gulf of Mexico. Prepare your favorite meals in the fully stocked kitchen connected to the living space. The large master suite boasts an ensuite bathroom with separate dressing area, walk-in closet and balcony access. The spacious guest bedroom also has a walk-in closet and balcony access. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex.brbrThe Anchorage is known for its amenities which include private gated beach access (across the street), heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise room and free boat docking. The Anchorage complex backs up to the Intercoastal Waterway with a serene park-like setting where you can grill, picnic, fish or just relax and watch the boats go by.brbrEvery imaginable beach vacation option can be found within walking distance of The Anchorage including restaurants (many with live entertainment), shops, a market, charter boats, rental of fishing equipment, jet ski, kayak/paddleboard, para-sailing and bike rentals. You can also hitch a free trolley ride to Siesta Key Village to explore other shopping, dining and entertainment options.brbrBook your stay today and experience the magic of the Anchorage Yacht and Tennis Club and Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: KINGbrbr- Beds Pull-out: Yesbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 7th Floorbrbr- Internet Access: WIFIbrbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: 78brbr- Electric Stove: Yesbrbr- View: GULFbrbr- PICKLEBALL: Yesbrbr- Gulf View: CORNER GULFbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(3)

$288.37

/ Nightly
Condo

Anchorage 305 - Siesta Chillin

Siesta Key, Florida, United States

brbrWe invite you to stay in our spacious condo managed by The Anchorage Community Rental Program. The Community Rental Program provides quality homes at a fair price and is managed by experienced professionals located onsite at The Anchorage complex. brbr'Siesta Chillin' is a spacious 2 bed 2 bath condo located across from the beautiful crystal sands of Crescent Beach on Siesta Key. Siesta Chillin has been recently updated and has all the conveniences of home in an amazing vacation ...spot at The Anchorage Yacht and Tennis Club.brbrWhen you walk through the front door, a large welcoming space greets you with our freshly renovated open-concept kitchen, quality furnishings, new floors and luxury linens. Siesta Chillin is a very large unit at 1280 square feet. Everyone loves the spacious balcony that covers the entire width of the condo so it is accessible from the living room and both bedrooms. Southern exposure makes the condo bright and cheerful with picturesque views through the sliding glass doors in every room. The condo cpmplex backs up to the Inter-Costal Waterway with a serene park-like setting. Amenities include heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise roomnand free boat docking.brbrEverything you need is within walking distance from The Anchorage. The market, charter boats, fishing equipment, jet ski rentals, kayak/paddleboard rentals, para-sailing and bike rentals are just across the street. Convenience stores and several great dining establishments are only a short stroll to the hidden treasure of Siesta South Village. There is even some of Sarasota's best Karaoke! You can also hitch a free ride (tips appreciated) to Siesta Key Village where a wide range of shopping and dining fun awaits. Or, hop in you car and explore the local attractions of Sarasota and St. Armand's Circle.brbrSiesta Key is truly a little slice of heaven for everyone in the family from grandparents to the young children. Siesta Chillin is the perfect location for an amazing Siesta Key experience - whether you are staying for months to escape the northern winters or taking a short getaway to relax and rejuvenate. Come and chill with us in Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: 2 QUEENSbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: TILE KIT, CARPETbrbr- Internet Access: Yesbrbr- Parking: Yesbrbr- Parking Space Type: OPEN SPOTbrbr- Electric Stove: Yesbrbr- View: CANAL VIEWbrbr- PICKLEBALL: Yesbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(2)

$306.96

/ Nightly
Condo

Anchorage 204

Siesta Key, Florida, United States

brbrWe invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location.brbrAbsolutely gorgeous views of the Gulf of Mexico from the balconies are just one of the many ...features you will enjoy staying in this vacation home. Sitting in the living areas of this home you are overlooking the sights of Siesta Key. The openness of the floor plan allows for entertaining, family dinners and a sense of togetherness. The sliding gass doors open to create an indoor/outdoor living space where you can relax with picturesque views of the Intercoastal Waterway and the Gulf of Mexico. Prepare your favorite meals in the fully stocked kitchen connected to the living space. The large master suite boasts an ensuite bathroom with separate dressing area, walk-in closet and balcony access. The spacious guest bedroom also has a walk-in closet and balcony access. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex.brbrThe Anchorage is known for its amenities which include private gated beach access (across the street), heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise room and free boat docking. The Anchorage complex backs up to the Intercoastal Waterway with a serene park-like setting where you can grill, picnic, fish or just relax and watch the boats go by.brbrEvery imaginable beach vacation option can be found within walking distance of The Anchorage including restaurants (many with live entertainment), shops, a market, charter boats, rental of fishing equipment, jet ski, kayak/paddleboard, para-sailing and bike rentals. You can also hitch a free trolley ride to Siesta Key Village to explore other shopping, dining and entertainment options.brbrBook your stay today and experience the magic of the Anchorage Yacht and Tennis Club and Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: 2 DOUBLESbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 2NDbrbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: ANY UNCOVEREDbrbr- Electric Stove: Yesbrbr- PICKLEBALL: Yesbrbr- Gulf View: PARTIAL GULF VIEWbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(1)

$327.5

/ Nightly
Condo

Anchorage 905

Siesta Key, Florida, United States

We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. This particular unit is sitting on the 9th floor of the Anchorage building facing south that has a magnificent Ocean view to the south west and the Bay view to the south east.brbrAs you enter the condo, your eye is immediately drawn to the bright and cheery living space and wall of sliding glass doors that open up to the balcony. Southern exposure bathes the condo in sunshine through large sliding glass doors in each room. The sliding glass doors open to create an indoor/outdoor living space where you can relax with picturesque views of the Ocean, Bay, Canal and Intercoastal Waterway. Prepare your favorite meals in the fully stocked kitchen connected to the living space. The large master suite boasts an ensuite bathroom with separate dressing area, walk-in closet and balcony access. The spacious guest bedroom also has a walk-in closet and balcony access. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex.brbrThe Anchorage is known for its amenities which include private gated beach access (across the street), heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise room and free boat docking. The Anchorage complex backs up to the Intercoastal Waterway with a serene park-like setting where you can grill, picnic, fish or just relax and watch the boats go by.brbrEvery imaginable beach vacation option can be found within walking distance of The Anchorage including restaurants (many with live entertainment), shops, a market, charter boats, rental of fishing equipment, jet ski, kayak/paddleboard, para-sailing and bike rentals. You can also hitch a free trolley ride to Siesta Key Village to explore other shopping, dining and entertainment options.brbrBook your stay today and experience the magic of the Anchorage Yacht and Tennis Club and Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: 2 QUEENSbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 9th FLOORbrbr- Internet Access: WIFIbrbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: OPENbrbr- Electric Stove: Yesbrbr- View: Ocean & Bay Viewbrbr- PICKLEBALL: Yesbrbr- Bay View: Bay Viewbrbr- Gulf View: Gulf Viewbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(3)

$327.76

/ Nightly
Condo

Anchorage 807

Siesta Key, Florida, United States

brbrWelcome to The Anchorage unit 807 on beautiful Siesta Key. brbrWe invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location.brbrAs you enter the condo, your eye is immediately drawn to the bright and cheery living space and wall of sliding glass doors that open up to the balcony. Southern exposurebathes the condo in sunshine through large sliding glass doors in each room. The sliding gass doors open to create an indoor/outdoor living space where you can relax with picturesque views of the Intercoastal Waterway and the Gulf of Mexico. Prepare your favorite meals in the fully stocked kitchen connected to the living space. The large master suite boasts an ensuite bathroom with separate dressing area, walk-in closet and balcony access. The spacious guest bedroom also has a walk-in closet and balcony access. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex.brbrThe Anchorage is known for its amenities which include private gated beach access (across the street), heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise room and free boat docking. The Anchorage complex backs up to the Intercoastal Waterway with a serene park-like setting where you can grill, picnic, fish or just relax and watch the boats go by.brbrEvery imaginable beach vacation option can be found within walking distance of The Anchorage including restaurants (many with live entertainment), shops, a market, charter boats, rental of fishing equipment, jet ski, kayak/paddleboard, para-sailing and bike rentals. You can also hitch a free trolley ride to Siesta Key Village to explore other shopping, dining and entertainment options.brbrBook your stay today and experience the magic of the Anchorage Yacht and Tennis Club and Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: QUEEN & FULLbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 8th Floorbrbr- Internet Access: wifibrbr- Parking: Yesbrbr- Parking Space Type: OPEN SPACEbrbr- Electric Stove: Yesbrbr- View: CANALbrbr- PICKLEBALL: Yesbrbr- Bay View: Yesbrbr- Island View: Y- SOUTH ISLANDbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(7)

$520.69

/ Nightly
Condo

Anchorage 711

Siesta Key, Florida, United States

brbrWe invite you to stay in our spacious 2,400 square foot 3 bedroom 2.5 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location.brbrAs you enter the condo, your eye is immediately drawn to the bright and cheery living space and wall of sliding glass doors that open up to the balcony. Southern exposure bathes the condo in sunshine through large sliding glass doors in each room. The sliding gass doors open to create an indoor/outdoor living space where you can relax with picturesque views of the Intercoastal Waterway and the Gulf of Mexico. Prepare your favorite meals in the fully stocked kitchen connected to the living space. The large master suite boasts an ensuite bathroom with separate dressing area, walk-in closet and balcony access. The spacious guest bedroom also has a walk-in closet and balcony access. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex.brbrThe Anchorage is known for its amenities which include private gated beach access (across the street), heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise room and free boat docking. The Anchorage complex backs up to the Intercoastal Waterway with a serene park-like setting where you can grill, picnic, fish or just relax and watch the boats go by.brbrEvery imaginable beach vacation option can be found within walking distance of The Anchorage including restaurants (many with live entertainment), shops, a market, charter boats, rental of fishing equipment, jet ski, kayak/paddleboard, para-sailing and bike rentals. You can also hitch a free trolley ride to Siesta Key Village to explore other shopping, dining and entertainment options.brbrBook your stay today and experience the magic of the Anchorage Yacht and Tennis Club and Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: QUEENbrbr- Bed Size 3rd Rm: 1 Full & 1 Twinbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 7brbr- Internet Access: WIFIbrbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: Openbrbr- Electric Stove: Yesbrbr- View: Gulfbrbr- PICKLEBALL: Yesbrbr- Island View: ISLANDbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr
Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps

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Exceptional(2)

$306.96

/ Nightly
Condo

Anchorage 507

Siesta Key, Florida, United States

brbrWe invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location.brbrAs you enter the condo, your eye is immediately drawn to the bright and cheery living space and ...wall of sliding glass doors that open up to the balcony. Southern exposurebathes the condo in sunshine through large sliding glass doors in each room. The sliding gass doors open to create an indoor/outdoor living space where you can relax with picturesque views of the Intercoastal Waterway and the Gulf of Mexico. Prepare your favorite meals in the fully stocked kitchen connected to the living space. The large master suite boasts an ensuite bathroom with separate dressing area, walk-in closet and balcony access. The spacious guest bedroom also has a walk-in closet and balcony access. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex.brbrThe Anchorage is known for its amenities which include private gated beach access (across the street), heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise room and free boat docking. The Anchorage complex backs up to the Intercoastal Waterway with a serene park-like setting where you can grill, picnic, fish or just relax and watch the boats go by.brbrEvery imaginable beach vacation option can be found within walking distance of The Anchorage including restaurants (many with live entertainment), shops, a market, charter boats, rental of fishing equipment, jet ski, kayak/paddleboard, para-sailing and bike rentals. You can also hitch a free trolley ride to Siesta Key Village to explore other shopping, dining and entertainment options.brbrBook your stay today and experience the magic of the Anchorage Yacht and Tennis Club and Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: 2 DOUBLEbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 5th Floorbrbr- Internet Access: WIFIbrbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: OPENbrbr- Electric Stove: Yesbrbr- View: CANALbrbr- PICKLEBALL: Yesbrbr- Bay View: Yesbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(4)

$326.73

/ Nightly
Condo

Anchorage 504

Siesta Key, Florida, United States

brbrWe invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location.brbrAs you enter the condo, your eye is immediately drawn to the bright and cheery living space and ...wall of sliding glass doors that open up to the balcony. Southern exposurebathes the condo in sunshine through large sliding glass doors in each room. The sliding gass doors open to create an indoor/outdoor living space where you can relax with picturesque views of the Intercoastal Waterway and the Gulf of Mexico. Prepare your favorite meals in the fully stocked kitchen connected to the living space. The large master suite boasts an ensuite bathroom with separate dressing area, walk-in closet and balcony access. The spacious guest bedroom also has a walk-in closet and balcony access. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex.brbrThe Anchorage is known for its amenities which include private gated beach access (across the street), heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise room and free boat docking. The Anchorage complex backs up to the Intercoastal Waterway with a serene park-like setting where you can grill, picnic, fish or just relax and watch the boats go by.brbrEvery imaginable beach vacation option can be found within walking distance of The Anchorage including restaurants (many with live entertainment), shops, a market, charter boats, rental of fishing equipment, jet ski, kayak/paddleboard, para-sailing and bike rentals. You can also hitch a free trolley ride to Siesta Key Village to explore other shopping, dining and entertainment options.brbrBook your stay today and experience the magic of the Anchorage Yacht and Tennis Club and Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: 2 DOUBLESbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 5th Floorbrbr- Internet Access: WIFIbrbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: 92brbr- Electric Stove: Yesbrbr- View: Gulfbrbr- PICKLEBALL: Yesbrbr- Bay View: Yesbrbr- Gulf View: Corner Gulfbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(2)

$288.37

/ Nightly
Condo

Anchorage 405

Siesta Key, Florida, United States

Your tropical paradise awaits you in this beautiful 2-bedroom 2-bathroom home located in beautiful Siesta Key. Just a short walk from the beach, this home is the beach paradise that you've been dreaming of. Warm wood accents and tropical decor make you feel as though you've stepped into a one-of-a-kind utopia.brbrAs you enter the home, the kitchen is the first thing you see with all of the necessities and upgraded cabinetry. As you cook here, you'll soon realize that having a full kitchen during vacation is very handy. Holiday meals or birthday celebrations are a breeze for this kitchen. The kitchen overlooks the living room which is the perfect spot to binge watch your favorite TV shows on large flat screen tv. Spend all night on the cozy couch catching up on all your guilty pleasures. Each bedroom here is fit for a king with flat screen tv's and ceiling fans! The large master bedroom has a king bed along with a newly remodeled walk-in shower ensuite bathroom, walk in closet and access to balcony. The newly decorated guestroom is outfitted with 2 queen beds, walk in closet and private access to balcony, reminiscent of the most luxurious hotel rooms. The guest bathroom is located right next to bedroom. New Hurricane tinted windows and sliding doors are in every room reducing sun glare and outside noise.brbrWhile you spend your time inside, you must make sure to take time and explore the gorgeous property! You can decide to swim at the pool, play a game of tennis, pickleball, or have a picnic or barbecue overlooking the intracoastal waters. We also have closet full of beach items, cooler, chairs, umbrella, noodles, beach cart, etc. Whatever you choose to do, it is sure to be a memory!brbrBook your stay today and experience it all for yourself!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: 2 QUEENSbrbr- Beds Pull-out: Queen Pull-outbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 4th Floorbrbr- Internet Access: 7504 -6495719382brbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: 21/61brbr- Electric Stove: Yesbrbr- View: CANALbrbr- PICKLEBALL: Yesbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(2)

$306.96

/ Nightly
Condo

Anchorage 403

Siesta Key, Florida, United States

We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium facing the Gulf of Mexico in beautiful Siesta Key, Florida which is ideally situated across the street from the #1 rated Siesta Key Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private gated residential condominium community in one location.brbrThere is plenty of space for everyone to call theirs in this two bedroom unit. This unit comfortably sleeps 6. Freshly painted. New flooring. Also, new furniture. The master bedroom has a king bed, a walk-in closet and its own dressing area and bathroom while the guest bedroom has 2 full beds with a connecting bathroom and 2 closets. Sitting in the living areas of this home you are overlooking the sights of Siesta Key. The sliding glass doors open to create an indoor/outdoor room that allows you to enjoy the breathtaking views and the warmth of Siesta Key. The kitchen here is fully stocked and allows you to make all your meals right in the comfort of your home if you wish.brbrIf you wish to enjoy the beach, it's just a short walk across the street to our private gated access. We have available all the items you would need-beach chairs, umbrella, cooler, etc.brbrIt is an easy walking distance to restaurants, shopping, grocery store, and live night- time entertainment. There are places to charter boats, fishing equipment, jet ski rentals, kayak/paddleboard rentals, parasailing and bike rentals. Another option is to take the FREE Siesta Key trolly to the public beach pavilion, the Siesta Key Village for shopping or Turtle Beach. At the end of the day, a good way to relax is to sit on the main balcony, enjoy conversation, and perhaps a glass of wine while watching the beautiful sunset in the western sky. brbrWhile you enjoy the breathtaking views, be sure to enjoy all the Anchorage Yacht and Tennis Club has to offer on-site as well! There is the large heated Olympic-sized pool with pool loungers, tables and chairs, exercise room, lighted tennis courts, and a clubhouse.brbrIn the rear area of the condominium, there are grills, basketball hoop, shuffleboard, corn hole, free boat slips, chairs and benches to sit and watch the boats pass by on the Intercoastal Waterway. You can check-out from the office convenient item like tennis racquets, shuffleboard/corn hole equipment, movies, etc.brbrBook your stay today either on line or with our in-house Rental Manager and enjoy the magic of the Anchorage Yacht and Tennis Club and Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Gulf Facing Condobrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: 2 FULL SIZEbrbr- Beds Pull-out: Yesbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 4th Floorbrbr- Internet Access: YES WIFI 3056 -522019921brbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: OPEN SPOTbrbr- Electric Stove: Yesbrbr- PICKLEBALL: Yesbrbr- Gulf View: Corner Gulfbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(111)

$693.33

/ Nightly
Private Vacation Home

CHATEAU du SOLEIL SINGLE Family Home 1-1/2 Blocks to Beach Private Pool

Siesta Key, Florida, United States

Luxurious Vacation Home, Chateau du Soleil , for Lease: Welcome to your Dream private vacation home, newly built in 2013 and one of the most Magnificent Vacation homes on Siesta Key. From the moment you walk into the Spacious open first floor, you will know you made the perfect choice for a vacation single family home rental on famous Siesta Key. Decorated in a Beachy style, you will be Comfortable right away. The main floor has a Fabulous Gourmet kitchen with huge island fully stocked with all the utensils, dishes and pans you will need. There is a separate bar area with stools. The dining room table easily seats 7 so there is plenty of room for all the family to be together. The large sliding glass door opens to an expansive deck overlooking the pool area. The main floor also has a Queen size bedroom and a full bathroom with unique, pebble floor shower. br Upstairs are three bedrooms including the palatial master King bedroom with a private outside balcony. With its partial Ocean View, it's a great retreat for sipping a margarita and watching the sun set. The master bath has an elegant pedestal tub to soak your cares away. There is also a separate stall shower with rain shower head drenching you in cascading droplets. The second bedroom features a Queen bed, with access to the front facing balcony. Bedroom three features a Great Kids Room, with two sets of bunk beds they will surely enjoy. An adjacent full size bathroom is shared by both guest bedrooms. The second floor laundry has a full size washer and dryer. brThe Heated Salt water pool (heated to 84 F. November thru March) is located on the ground floor and invites you to the refreshing sound of its flowing waterfall. The outside shower, tables, chairs, and lounges are for your comfort while sitting and relaxing pool side. brSiesta Key Beach is only a quick block and a half stroll to the powdery white sand and turquoise Gulf of Mexico waters. Siesta Key Village is an easy walk three blocks away following the village sidewalks. There you will find leisurely dining and shopping for all. Everything necessary is at hand to enjoy a Wonderful Vacation on the Isle of Siesta Key.
Bed 4

Bed

Bath 3

Bath

Sleep 11

Sleeps

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Exceptional(40)

$246.73

/ Nightly
Condo

Midnight Cove #714, Bayside in Siesta Key, FL, 2BR-1 1/2BA, 1st Floor

Siesta Key, Florida, United States

Thank you for your interest in Midnight Cove #714, a 2BR-1 1/2BA, 860 sq. ft., 1st floor, bayside beach vacation condominium, with screened lanai view of the boat docks, and lagoon, located in Siesta Key, FL, with the central location of the Midnight Cove gulfside and bayside properties offering many area conveniences within a few minutes walking distance, such as 8 steak and seafood houses and a full service grocery store, Crescent Beach Market with a deli counter offering both hot and cold foods, a 7-Eleven convenience store also offering both hot and cold foods and open 24 hours a day, a Pizza N’ Brew restaurant down the street, a nearby drug store and post office, courier service, stores, shops, boutiques, salons, liquor store, fine restaurants and entertainment, even a marina and various beach rental businesses and services, offering boat, kayak, paddle boards, fishing tackle, live bait, para-sailing, jet-skis, bikes, and scooter rentals, boat tours, fishing charters, and baby equipment rentals, all within 5 minute walk from Midnight Cove, therefore the rental of a vehicle not being an absolute necessity, and the central location also offering easy access onto and off of Siesta Key. Free transportation on Siesta Key is offered by Siesta Key Breeze Trolley and by Jonny’s Original Free Ride between Siesta Village to the north, and Turtle Beach to the south.brbrBeautiful views from Midnight Cove #714 in Siesta Key, FL at the gulf to bay Midnight Cove vacation condominiums, with vehicle gated properties located just north of Stickney Point Road where it intersects with the main thoroughfare, Midnight Pass Road, offering easy access onto and off this increasingly popular tourist destination, an 8 miles long barrier island just offshore of Sarasota, with the Intra-Coastal Waterway of Roberts Bay and Little Sarasota Bay on the east side, and the azure waters of the Gulf of Mexico and Crescent Beach on the west side, with some of the most beautiful, soft, pristine white quartz sand in the world. brbrThe Midnight Cove #714 living room opens through 16 foot glass doors onto an open lanai with a view of the Boat Docks, and a Lagoon, that goes out to the Intra-Coastal Waterway. Guests have complete access to all Midnight Cove property amenities, bayside and gulf side, including 2 heated pools with restrooms, outdoor showers, 2 tennis courts (night play on bayside), boat dock boardwalk, clubhouse, and a private beach area, complete with lounges, chairs, and umbrellas. The property has paver brick entrance driveways, with reserved covered parking for your vehicle, and picnic areas with gas barbecues available by building #5 and #9. Beach access is through Midnight Cove gulf side, just a 7 minute walk across the road to a private piece of the crystal sands of Crescent Beach. Beach chairs and umbrellas are complimentary, and may not be reserved by guests. Each unit may have up to four (4) chairs and one (1) umbrella on a first come, first serve basis. Complimentary Midnight Cove WiFi is available in the bayside clubhouse, and bayside and gulfside pool areas. A complimentary computer c/w printer is also available in the clubhouse Mon to Fri from 7:00 AM to 5:00 PM & Sat/Sun from 7:30 AM to 5:00 PM with the exception of holidays.brbrWiFi Access: brComplimentary WiFi connection is available in the gulfside and bayside pool areas and the bayside clubhouse.brbrXfinity WiFi Pass:brAn Xfinty WiFi Pass is available on-line (xfinitywifi) for $20 for 1 device for 30 days use in USA.brbrCancellation Policy (non-negotiable):brTravelers who cancel at least 60 days before check-in will get back 100% of the amount they've paid. If they cancel after that point, they will not get a refund.brbrActs of Nature Policy (non-negotiable):brIn the event of severe weather conditions (hurricanes, tropical storms, and tornados), red tide or similar poor water conditions, or any other acts of nature, COMPENSATION OR RESCHEDULING OF RENTAL ARE NOT OFFERED.brUnder Florida law, establishments are not required to issue refunds for prepaid reservations unless rental cancellation terms state otherwise.brbrSevere Weather Conditions (Hurricanes, Tropical Storms & Tornados) & Mandatory Evacuations:brIn the event that the unit becomes unavailable or uninhabitable due to naturally occurring events or entities, such as severe weather conditions (hurricanes, tropical storms, and tornados), and mandatory evacuations, COMPENSATION OR RESCHEDULING OF RENTAL ARE NOT OFFERED to non-arrivals or for early departures. brAny deposits and pre-paid rent will not be refundable, so it is highly recommended that travel/trip cancellation insurance is purchased to cover financial losses from cancellations. brOfficially the Atlantic Hurricane season is June 1 to November 30th. However, the most probable time for hurricanes is from mid-September to mid-October.brbrRed Tide or Similar Poor Water Conditions:brIn the event that during your stay there is an occurrence of red tide, or red tide is present upon arrival, COMPENSATION OR RESCHEDULING OF RENTAL ARE NOT OFFERED to non-arrivals or for early departures.brNo compensation or rescheduling of rental are offered for the inconvenience of red tide or similar poor water conditions on Crescent Beach in Siesta Key, or the surrounding areas.brbrTravel Insurance (recommended):brWe strongly advise and encourage guests to purchase travel insurance for protection in case they have to cancel their reservation due to an impending storm, hurricane warning, mandatory evacuation, or other unforeseen and unexpected events, as our cancellation policy is non-negotiable.br brMidnight Cove #714 is a Bayside Beach Condo, 1st Floor, with a Lagoon & Boat Docks View from a spacious Screened Lanai, and with all Gulf Side Beach Amenities Access at Midnight Cove resort condominiums (building #7), in Siesta Key, FL, located just north of Stickney Point Road where it intersects with the main thoroughfare, Midnight Pass Road, offering easy access onto and off this increasingly popular tourist destination, an 8 miles long barrier island just offshore of Sarasota, with the Intra-Coastal Waterway of Roberts Bay and Little Sarasota Bay on the east side, and the azure waters of the Gulf of Mexico and Crescent Beach on the west side, with some of the most beautiful, soft, pristine white quartz sand in the world.br brThis ideal location also puts Midnight Cove in the center of Crescent Beach, and for your added convenience, near 3 Shopping Centers within walking distance, a full service grocery store with a deli counter offering both hot and cold foods directly across the street, a nearby drug store with a post office and PC's available, a courier service, an assortment of stores, shops, boutiques, and salons, a liquor store, fine restaurants and entertainment, and seafood houses, even a marina with boat, kayak, jet-ski, scooter, scooter car, and bike rentals, and fishing and para-sailing charters also available.br brReasons for Midnight Cove #714 Rental Appeal:brMidnight Cove #714 over the years has become a very popular condo rental unit with an 11 year average occupancy rate of 73.8% and a returning guest rate of 45.2% and for many obvious reasons: br1) Comprehensive Arrival & Departure Information Package provided to guests 30 days prior to their arrival to give an advance opportunity for guests to begin planning their Florida sun vacation activities.br2) Area conveniences available within a few blocks walking distance from Midnight Cove #714 because of the Central Location of the Midnight Cove properties on Crescent Beach, consisting of 18 assorted restaurants, cafés and eateries, 8 rental businesses, 2 liquor stores, 4 shops, 2 salons, grocery store, convenience store, real estate agent, bank, drug store, post office, florist, and a courier service. br3) Resort Amenities available to Guests at Midnight Cove. br4) Ease of Access to and from the Midnight Cove properties.br5) Midnight Cove has Gated Properties with a security access code required for vehicle entry, and pedestrian entry from the beach.br6) Complimentary Poolside WiFi is available to guests at Midnight Cove in the gulfside and bayside pool areas, and the bayside clubhouse. br7) Wheelchair Access to the pool area & Crescent Beach. brbrMidnight Cove #714 At-a-Glance Look-Up:brA/C & Heating brAlarm Clock Radios (2)brBlender & Hand MixerbrDishwasher brDrip Coffee MakerbrDVD Player (Blu-Ray)brFull Kitchen brImpact Sliding Glass Doors (Living/Dining Room)brIron & Ironing BoardbrLinens & Towels brRange / Oven / OTR MicrowavebrRefrigerator / Freezer / Ice MakerbrStorm Door with ScreenbrTableware, Glasses & Cooking UtensilsbrTelephones (3 cordless)brToasterbrTV’s (2) & Cable brVacuum CleanerbrWasher & Dryer brbrMidnight Cove #714 Property Details:brA/C & Heating: CentralbrArea: 860 Feet2 / 81 M2brBathrooms: 1 ½brBedrooms: 2 brBeds: 1 Queen & 2 TwinbrElevators: NObrLanai: ScreenedbrLevel: 1st FloorbrLocation: BaysidebrMaximum Capacity: 4 brMinimum Stay: 7 Nights (Saturday to Saturday Only) brPets: NO PETS ARE ALLOWED IN THE UNIT OR ON THE PROPERTIES brRV's, Trucks, Boats, Trailers, Motorcycles, or Motor Scooters: NOT ALLOWED ON THE PROPERTIES brSliding Glass Doors: Living & Dining Room Impact GlassbrSmoke Alarm: CentralbrSmoking: NO SMOKING IS ALLOWED IN THE UNIT brStandard Occupancy: 4 brType: CondominiumbrView: Lagoon & Boat DocksbrWasher & Dryer: YESbrWheelchair Accessible: NO brProximity to:brCrescent Beach: 950 Feet brSiesta Beach: 1.3 MilesbrTurtle Beach: 2.6 MilesbrSiesta Key Village: 3.1 Miles, 8 Minutes by Car or 59 Minutes Walking Along the BeachbrCasey Key: 10 MilesbrLido Key: 10 MilesbrLongboat Key: 13 Miles
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$433.44

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Private Vacation Home

Siesta Key's Toes in the Water House – Pet-Friendly, Luxury Home w/ Private Pool, Steps to Beach!

Siesta Key, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrToes in the Water | Private Pool Home on Siesta Key brbr brbrJust a 4-minute walk from Siesta Key Beach, Toes in the Water is a charming 3-bedroom, 2-bath pool home offering a bright, inviting atmosphere and all the comforts of coastal living. Enjoy close proximity to Siesta Key Village for dining, shopping, and entertainment. brbr brbrHome Highlights brbr-3 bedrooms, 2 bathrooms brbr-Private pool with optional winter heating (pool heat is extra) brbr-Open living room with comfortable seating and big-screen TV brbr-Dining area for 6 plus additional breakfast and bistro seating brbr-YouTube TV provided brbr-Fully equipped kitchen with granite counters, new stainless appliances, and ample cookware brbr-Lanai with outdoor dining area, seating, TV, and BBQ grill brbr-2-car garage with washer and dryer brbr-Pool toys, beach chairs, and WiFi included brbr brbrBedrooms & Bathrooms brbr-Master Bedrooms brbr-King-sized beds with Roku TVs brbr-One master features a remodeled en-suite bathroom brbr brbrThird Bedroom brbr-Bunk bed with trundle day bed brbr brbrOutdoor Features brbr-Large lap pool with two chaise loungers and a small café table brbr-Optional pool heating available for an additional charge - reach out to us for details. brbr-Screened lanai with outdoor dining and TV brbr-BBQ grill brbr brbrPet Policy brbr-One small, well-behaved dog allowed with prior approval and a non-refundable fee brbr-No cats allowedbrbrAll pets must be approved so reach out to us first. Certain properties have weight and breed restrictions. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
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$187.37

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Condo

Near Siesta Beach, Heated Pool w/BBQ, Parking, Dog Friendly, Boat Dock

Siesta Key, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrStay just across the street from world-famous Siesta Key Beach, voted one of the finest beaches on Florida’s Gulf Coast. This updated 2-bedroom, 2-bath condo offers peaceful water views of a quiet inlet off the Intracoastal Waterway, along with access to resort-style community amenities. Whether you’re here to soak up the sun, explore Sarasota, or enjoy a sunset stroll along the Gulf, this is the perfect spot for your next Siesta Key vacation rental. brbr brbrCONDO HIGHLIGHTS: brbr-Master bedroom with king bed brbr-Guest bedroom with two twin beds brbr-Enclosed air-conditioned lanai with water views brbr-WiFi + 3 TVs for streaming or cable brbr-Private covered parking brbr-Beach gear provided: chairs, cart & umbrella brbr-Communal laundry available (no in-unit washer/dryer) brbr brbrCOMMUNITY AMENITIES: brbr-Heated swimming pool with lounge chairs brbr-BBQ grills & shaded picnic tables brbr-Clubhouse with lending library (available for private events) brbr-Limited boat docks (advance reservation required) brbr brbrNEARBY ATTRACTIONS: brbr-Directly across from Siesta Key Beach – walk to tennis courts, playground, restrooms & concessions brbr-Miles of pristine white sand and walking paths right at the beach brbr brbrIMPORTANT INFORMATION: brbr-Minimum winter bookings: no gaps shorter than 2 weeks brbr-Vehicle restrictions: many complexes do not allow boats, trailers, motorcycles, jet skis, kayaks, golf carts, oversized or commercial vehicles, or vehicles with signage. Please confirm prior to booking. brbr-Pet policy: With prior approval only. Dogs must be under 25 lbs and walked only in designated areas per complex rules.brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrAll pets must be approved so reach out to us first. Certain properties have weight and breed restrictions. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
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$217.25

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Condo

Heated Pool & Private Lanai in Tropical Siesta Key. Just 30 Feet from the Intracoastal!

Siesta Key, Florida, United States

Comfort & Coastal Charm Steps from the Water | Bay Oaks, Siesta Key brbr brbrEnjoy the best of island life in this adorable, squeaky-clean ground floor 2-bedroom, 1-bath condo, perfectly positioned just 30 feet from the Intracoastal Waterway. With comfortable furnishings, water views, and resort-style amenities, this unit offers the ideal blend of relaxation and fun in a lush tropical setting. brbr brbrLOCATION HIGHLIGHTS: brbr- Steps to fishing pier with table & chairs for relaxing or reeling in your catch brbr- BBQ grill & picnic area just outside for easy cookouts with friends and family brbr- Lush tropical grounds with palm-lined brick walkways & shaded seating brbr- Easy access to Siesta Key’s top beaches – Crescent Beach (17 min walk), Siesta Beach (7 min bike ride or free shuttle) brbr- Heated community pool brbr- Tennis courts brbr- Billiard room & clubhouse brbr- Communal laundry room (in addition to in-unit laundry) brbr- 15-minute walk to Crescent Beach with same sugar-white sand brbr- 7-minute bike ride or free trolley to Siesta Beach (#1 rated) brbr brbrPROPERTY FEATURES: brbr- 2 Bedroom/ 1 Bathroom condo (860 sq ft) brbr- Private lanai with partial water views brbr- Dedicated wifi brbr- Assigned parking for 1 car, additional guest spots available brbr- Central A/C brbr- In-unit washer and dryer brbr brbrLIVING ROOM: brbr- Open layout living area with travertine tile throughout brbr- Smart LG TV in main living room with YouTube TV brbr- Coastal decor brbr brbrKITCHEN AND DINING: brbr- stocked kitchen with pots/pans, dishes and utensils brbr- dishwasher brbr- Breakfast bar and dining table (seats 6) brbr- coffee bar area right off the kitchen brbr brbrBEDROOMS AND BATHROOMS: brbr- Master bedroom: queen bed with memory foam mattress, wall-mounted LG Smart TV with YouTube TV brbr- Guest bedroom: Full-over-full bunk bed with trundle (sleeps 2 adults or 4 children), smart TV with Roku and YouTube TV (note: no closet) brbr- Bathroom: Family-friendly with bathtub/shower combo, towels provided brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels brbr brbrNEARBY FAVORITES: brbr- Clayton’s Grill, Miguel’s, Captain Curt’s, Anna’s Deli, Orange Octopus, Crescent Beach Grocery, and more within walking distance brbr- Boat & water sport rentals nearby brbr- Post office close by for sending postcards home brbr brbrIMPORTANT INFORMATION: brbr- Smoke-free, pet-free property brbr- This unit is for sale – showings may be requested with 24-hour notice brbr- Rental registration form required for emergency contact info brbr- HOA restrictions apply: brbr - No boats, trailers, jet skis, golf carts, motorcycles, or oversized/commercial vehicles brbr - Some large or modified vehicles not permitted – please confirm before booking brbr brbrENJOY SUNSHINE, SAND, AND THE BEST OF SIESTA KEY. BOOK NOW!brbrThis property does not allow Emotional Support Animals in addition to their no pet policy.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.brbrIMPORTANT: brbrCarport repair and paving project scheduled to start end of April/early May, 2026. Parking will be disrupted. Please each out for more info.
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$271.66

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Condo

Midnight Cove II 920B - Ultimate Beach Trip on Siesta Key

Siesta Key, Florida, United States

Midnight Cove II Unit 920 by Tropical Sands Accommodations brbrExperience the ultimate beach getaway at Midnight Cove II Unit 920! This two-bedroom, two-bath condo offers a modern beach ambiance with a fully equipped kitchen, dining area, and a cozy work desk. Relax in the seating area with luxury sofas and a TV, or step onto the screened-in balcony featuring an outdoor dining table and sun loungers overlooking the private lagoon.brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrLet your worries disappear as you drift off to sleep in the primary bedroom, complete with a high-end bed set and an ensuite bathroom featuring a double vanity and a soaking tub and shower combination. The second bedroom, perfect for young ones or solo travelers, offers twin beds and convenient access to the hall bathroom with a shower and tub combination. Plus, enjoy the convenience of a complete laundry room within the unit. With all the comforts of home and serene surroundings, your Florida vacation will be truly unforgettable.br brMidnight Cove II is a spectacular bayside condominium complex with private beach access to Crescent Beach on Siesta Key and its world renowned pure white sands and breathtaking sunsets. This complex offers a heated pool, two tennis courts, pickleball, basketball, bike racks, BBQ area with grills and tables, fitness room, and a beautiful observation deck and even private docks available to rent (contact for details).
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$203.05

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Resort-style amenities at Harbor Towers | Walk to Siesta Key Beach | Views of the Bay!

Siesta Key, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Harbor Towers 3rd Fl 1 Bedroom Pool View! brbr brbrEnjoy bay views from this fully furnished 1-bedroom, 1-bath condo on the 3rd floor of Harbor Towers. Just a short drive or walk to Siesta Key Beach, the complex offers resort-style amenities including two heated pools, clay tennis courts, a clubhouse with grilling station, fitness center, and sauna. Watch stunning sunrises over the Intracoastal from your relaxing retreat. brbr brbrLOCATION HIGHLIGHTS: brbr- Direct bayfront setting on the Intracoastal brbr- Quick 2–3 minute drive or 15-minute walk to Siesta Key Beach brbr- Trolley stop just outside the building brbr- Close to Siesta Key Village dining, shopping, and live music brbr- Resort-style community with marina views and sunrise scenery brbr- 2 heated swimming pools, 3 clay tennis courts brbr- Clubhouse with grilling station, exercise facility, and sauna brbr brbrPROPERTY FEATURES: brbr- 1 bedroom/ 1 bathroom 3rd fl condo (751 sq ft) brbr- Fully furnished brbr- Dedicated WIFI and cable brbr- 1 assigned parking spot brbr- Communal laundry room brbr brbrLIVING ROOM: brbr- Couch doubles as a queen sofa bed brbr- TV with cable access brbr- Ceiling to floor mirrors brbr- Access to screened-in balcony brbr brbrKITCHEN AND DINING: brbr- Fully equipped, open kitchen brbr- Dining table seats 4 brbr brbrBEDROOM AND BATHROOM: brbr- Bedroom: king bed, dresser with mirror, closet, access to screened balcony brbr- Bathroom: vanity, walk-in shower with glass doors brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels. brbr brbrLOCAL FAVORITES: brbrSiesta Key Beach with powder-white sand and turquoise water brbrSiesta Key Village restaurants, bars, and boutique shops brbrTrolley rides to the beach and village hotspots brbr brbrIMPORTANT INFO: brbr- Quiet hours enforced by the community brbr- No parties or smoking allowed brbr- Only 1 parking spot. Parking restrictions: no trailers, oversized vehicles, boats, or commercial vehicles. No Motorized Carts or Scooters Allowed brbr brbrYOUR DREAM GETAWAY IS JUST A RESERVATION AWAY - BOOK NOW AND START MAKING MEMORIES!brbrPlease note, each unit is only allowed 1 parking spot. brbr brbrStarting June 1st, the complex has scheduled a roof repair. They are expecting to be done in 4-5 weeks (weather permitting). brbrCrane will be up front. Carport repairs will take place starting June 8, 2026. Please use caution around work areas. Thanks for your understanding.brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
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$456.42

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Condo

Relaxing Condo on Siesta Key with Pool Access and Beach Views!

Siesta Key, Florida, United States

Just steps away from the powder white sand separates this unit from the crystal blue waters of the Gulf! This lovely, 2-bedroom 2-bathroom unit offers sleeping accommodations for 8. Inside, you will find a beautiful kitchen with plenty of space to cook. Relax on your large balcony or sit on the beach voted #1 in the USA! The unit is located in Tower 1, just steps away for the stunning shore! The beautifully landscaped property has a pool, grilling stations, beach chairs, and private beach access for you to relax and enjoy your time on your island getaway. Located centrally on the island, this property is perfect for experiencing the entire island. Travel to the south to the Crescent Village, or take a trip north to the Siesta Key village. Either direction you go, you’ll be surrounded by wonderful shops and restaurants, perfect for hours of endless fun. Just bring your sunscreen, bathing suit, flip-flops and have an unforgettable vacation!brbrBedding and Televisions:brBedroom 1: King, TVbrBedroom 2: 2 Fulls, TVbrLiving Room: Queen Sleeper Sofa, TVbrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 25br*To book a Beachside Managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security Authorization Hold taken upon check-in. Amount: $1,000
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$300.58

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Private Vacation Home

Plunge into Joy & Sun at Siesta Key Coastal Gem - Aloha Kai #60

Siesta Key, Florida, United States

Aloha Kai #60 br brA Siesta Key Beachside Bliss Awaits! br brEscape to the sun-kissed shores of Siesta Key and immerse yourself in the laid-back luxury of Aloha Kai #60. This charming beach 1-bedroom house is your perfect retreat, where the soothing sounds of the Gulf of Mexico and the vibrant energy of Crescent Beach create an unforgettable vacation. Carefully crafted 1-bedroom retreat with in suite laundry, and boasting a welcoming front patio, providing a bright and cheerful area to unwind after a sunny day, Aloha Kai #60 encourages you to slip off your sandals, enjoy morning coffee on your private sunroom, and embrace a journey of relaxation and excitement. Here's what makes this home so special: brbrBedding Arrangement: br1 Bedroom: brMaster Bedroom with King-size bed, Smart TV brAdditional Sleep: 1 Sleep SofabrTop Features: brSleeps 4 brLargest Pool on Siesta Key: Dive into the expansive, sparkling pool surrounded by a large lounging deck with plenty of poolside lounges, tables, and chairs for ultimate relaxation. Direct Beach Access: Steps away from the powdery white sands of Crescent Beach, rated the #1 beach in the U.S., with shaded pavilions and lounge chairs for your comfort. brFront Patio: Sip coffee in the mornings or curl up with a good book in the enclosed sunroom. brCommunity Amenities: Enjoy shuffleboard, ping pong, and a poolside community room, plus complimentary beach toys and floats for fun in the sun. brPerfect Home Base Location: Plenty of things to do and unique places to visit. Stroll to nearby restaurants, ice cream parlors, and bars, or hop on the Siesta Key trolley for easy island exploration. There are plenty of activities for children of all ages, thrill seekers, and those who want to experience the natural wonders of the region.brNestled within the gated, family-friendly Aloha Kai resort, Aloha Kai #60 places you in the heart of Siesta Key's Crescent Beach, famous for its dazzling quartz sand and emerald waters. Whether you're lounging under a shaded beach pavilion, taking a soul-soothing walk along the 3-mile shoreline, or marveling at breathtaking Gulf sunsets, this little gem offers the perfect blend of tranquility and convenience. With friendly staff, 24-hour support, and daily trash removal, your stay will be seamless and stress-free. Book your Siesta Key escape at Aloha Kai #60 today and create memories that will last a lifetime! brbrRoelens Vacations is proud to partner with the city to promote recycling and make our community more sustainable and greener. Thank you for your cooperation and for being part of a more sustainable future! brbrDISCLAIMERS: br10% deposit is due at time of booking, final payment is due 60 days out. Any reservations made within 60 days require full payment. No refunds will be given on deposits. brThis home does not allow pets. brThis home has a minimum age requirement of 25 to book. Smoking is not allowed on the property. brEvery Villa has ONE designated parking space and parking pass. Additional vehicles and guests must register in the front office for a separate parking pass.
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