Siesta Key Vacation Rentals, Homes and Condos for Rent near the Beach
Book Your Siesta Key Florida Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your stay enjoyable.
We have partnered with a major provider for Vacation Rentals by Owner directly through Sarasota Vacation Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places To Rent in Siesta Key Florida.
Steps to Village and Beaches! Remodeled, two Private Patios! Casa Tranquilla.
Siesta Key Private vacation home 
4.9 Star Review
This is Casa Tranquila, a Gertrude Rentals property steps to the Siesta Key Beach and Village! Leave the car behind at this spacious, fully renovated 3BR/2.5 bath home. Lounge dine and drink while you soak up the sun on two large private patios, or walk 250 feet to a secluded access for amazing fishing, sunsets, and Gulf views including white-san.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 10
CA202S - Siesta Key Luxurious Beachfront Condo
Siesta Key Condo 3.0 Star Review
Our second floor, gulf-front apartment offers a spectacular, uninterrupted view down beautiful Crescent Beach. Located on the southwest corner of the south building, its screened lanai provides a sunny front-row seat for beach and sunset watching with shelter from the occasional north breeze.
Crescent Beach, with its three miles of white, su.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
2,700 sq. ft. home with private pool 200 steps to Crescent Beach - dog welcome
Siesta Key Private vacation home
Seashell Sanctuary
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'
Happiness is a private pool just 200 steps from the white powdery sands of one of the best beaches in the U.S., Crescent Beach! This single-story slice of paradise is a 2,700 squ.......read more
3 Bedroom(s)
4 Bath(s) Sleeps 8
Coral Breeze | Siesta Home, Heated Pool & Spa, Minutes to Village and Beach!
Siesta Key Private vacation home 5.0 Star Review
Introducing Coral Breeze, where your vacation is a breeze! This beautiful 3-bedroom / 2.5 bathroom includes a fully equipped kitchen, private heated pool and spa, spacious outdoor patio, and gas grill. Located less than 1.5 miles from Siesta Key Public Beach Access #2, you\'re able to enjoy the best of both worlds by relaxing poolside or soaking u.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 8
Private RENOVATED Villa Paradise with private Beach access 2br/2ba
Siesta Key Villa 4.6 Star Review
Newly renovated private villa! Beautiful brand new kitchen with quartz countertops and stainless steel appliances. All new flooring through out and newly decorated!
Be one of the first guests in this newly renovated clean villa.
It\'s like having your own private beach house!!
Photos are the older photos, new photos will be posted soon.<.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Crescent Siesta Key #406
Siesta key Condo 5.0 Star Review
Crescent Siesta Key is an upscale condo property in the heart of South Siesta Key. My unit is exquisitely appointed for easy luxury and offers a view of the gulf and the world’s finest white sand beaches.
A spacious, vacation-ready condominium awaits you. From fully-equipped gourmet kitchens to spacious living areas with a view of the gulf.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Beachfront Resort Style Living - Siesta Beach
Siesta Key Condo 5.0 Star Review
**NEWLY REMODELED KITCHEN -- UPDATED FLOORS AND BATHROOMS** Come enjoy luxurious resort style living in this beautiful third floor end unit. The Gulf and Bay Club is the perfect place to relax and enjoy the world famous sands of Siesta Beach. From the moment you walk through the door, you are greeted with sweeping views of immaculate manicured club.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Bay Isle Bliss | LIMITED OFFER: Book 4 nights get 3 nights free!
Siesta Key Private vacation home 4.8 Star Review
LIMITED OFFER: Book 4 nights get 3 nights free! Valid for vacation dates now through 12/15/22. Contact us for more details!
Bay Isle Bliss is a newly updated, single-family home residing on Siesta Key\'s north end. Three bedrooms and two bathrooms can accommodate up to 8 guests alongside luxury amenities including a private, heated pool and.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 8
1st Floor Gulf View, Convenient Walk Out to Pool w/ 3 Porches!
Siesta Key Condo 5.0 Star Review
Enjoy your beachfront vacation condo here in Siesta Key, with perfect sandy beaches right out your door. Siesta Key is a barrier island along the southwestern coast of Florida and is considered by beach experts to be one of the most beautiful beaches in Florida. When you stay with us at Siesta Dunes Condominiums, you stay in style and comfort, just.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
New Listing! CJs on Siesta | Located in Siesta Key Village, Walk to the Beach!
Siesta Key Private vacation home
Welcome to CJ\'s on Siesta! This group of 6 private units is perfect for large families and groups, with the ability to accommodate up to 24 guests, with 6 bedrooms and 6 bathrooms.
Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s wo.......read more
6 Bedroom(s)
6 Bath(s) Sleeps 24
Peppertree Bay Gulf Beach!- Steps from your private beach
Siesta Key Condo 5.0 Star Review
PEPPERTREE BAY CONDO - ON THE GULF BEACH ON SIESTA KEY - This is a fully furnished 2 Bedroom, 2 Bath, condo. It was fully renovated in 2017. There is an elevator. All new stainless appliances, furniture, granite counter-tops, tiled floors, raised ceilings, and we\'ve incorporated the lanai into the main living area (with AC) for more living space.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Perfect Siesta Village Pool Home! Walk to the beach and hang out in the Village!
Siesta Key Private vacation home 4.8 Star Review
This Lovely, fully updated 3 bedroom property that holds 4 Adults and 2kids.Its also is a 3 bath canal home 1 block from Siesta Village! Tropical private pool setting just off the main living area and the grand Master Bedroom. Second Master suite with private bath including soaking tub. All bathrooms completely redone in 2015. Quiet street literall.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 6
Casa Mar - 50- Ground floor unit in Gulf side Complex- studio!
Siesta Key Apartment 4.4 Star Review
This studio condo is approx 420 sq feet and offers a king size bed. Play tennis or shuffleboard, then bask in the sun by the swimming pool located steps from your unit. Stroll down palm lined walkway that lead to Siesta Key\'s fine white quartz sand and enjoy one of Florida\'s spectacular sunsets. Lounge chairs are conveniently located on the beach.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
New Listing on Siesta Key, Steps to Pool, WiFi/Cable, Outdoor Patio, Sunroom, Carport, King Master
Siesta Key Condo
New Listing in peaceful Polynesian Gardens where you can walk to Crescent Beach on Siesta Key! Just a 12 minute walk to sink your toes in the white powder quartz sands of Crescent Beach! Relax every evening sitting in a beach chair under an umbrella with a glass of wine (ok, plastic!) to watch an incredible Gulf of Mexico sunset!! You won’t be di.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Luxury on Crescent Beach - Great Location!
Siesta Key Condo 4.8 Star Review
Luxury condominium directly on world-famous Crescent Beach! Located at Siesta Breakers - one of the premier properties on Siesta Key. Enjoy this designer furnished unit - with quality flooring, cabinets, granite counter tops, kitchen appliances, two televisions, free wi-fi, and classic island-inspired furnishings. The property features a beautiful.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Siesta Key Beach View Condo New Stainless Steel Kitchen Appliances
Siesta Key Condo 5.0 Star Review
Looking for a little get away at the Beach? Well, you’ve found it! This recently updated condo features two bedrooms and one full bath which puts you in the perfect location steps away from the world-famous quartz sand of Siesta Key Beach. There is no need to worry about parking, you are a one minute walk to the beach. This 4th floor condo has a .......read more
2 Bedroom(s)
1 Bath(s) Sleeps 4
Firethorn 611 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Siesta Key Condo 5.0 Star Review
Welcome to this newly remodeled 6 person, 2-bedroom, 2-bath ground floor unit on Bay Side with a lovely canal view! Enjoy a roomy kitchen which provides plenty of countertop and cooking space, along with all new cabinets and dining ware. Full second bathroom with a walk-in tile shower. New vinyl flooring and bright walls along with an extended livi.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Siesta Dunes Beach 201, Completely Renovated, 2 Bedrooms, Sleeps 6, Spa, Large H
Siesta Key Condo 4.3 Star Review
This unit has been newly renovated. Stunning seaside decor, new kitchen, baths, paint, and luxury vinyl plank flooring throughout. Decked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime hours at the pool or the gorgeous on-site beach. As a gulf-side property, .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Best Location Siesta Key Village Beach, Restaurants, Bars10% Friends Discount
Siesta Key Apartment 4.5 Star Review
Apartment /entire First floor
This charming Siesta Key vacation rental home is a unique combination of relaxation and fun, a beautiful kitchen, dining area, living room and outdoor patio area. This beautiful property has access to a heated pool (the pool is shared between the two units in the house). This home has every amenity you could fat.......read more
3 Bedroom(s)
3 Bath(s)
Midnight Cove II - 137-bay views and Gulf access!
Siesta Key Condo 4.0 Star Review
Enjoy this beautiful condominium in Midnight Cove II! Watch the boats go by from your open 3rd floor Bay front balcony! Updated unit with new kitchen, newly upgraded master bath with walk in shower, and washer and dryer. Enjoy a game of tennis at of their nicely appointed tennis courts, or a dip in the pool at their invitingly large community pool.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Very Clean and fun ! Sarasota Siesta key beach Condo 1/1 2 +beds
Siesta Key Condo 4.3 Star Review
Beautiful, secure, upgraded unit with new curve TV, Live in Amazing Siesta Key, modern upgraded condo. Enjoy one of the nicest beaches in the world in style, our condo is located on beautiful Siesta Key, completely furnished, accommodations include an additional pull down murphy bed. This third floor unit is completely furnished with all you need t.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
New Listing! Sea Angel | Located in Siesta Key Village, Walk to the Beach!
Siesta Key Private vacation home 5.0 Star Review
Welcome to Sea Angel! This private unit is perfect for small families, with the ability to accommodate up to 4 guests, with 1 bedrooms and 1 bathrooms.
Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s world-renowned beaches are the p.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Newly renovated Siesta Key 2br 3.5 bath condo! 1800 sq ft. #1 beach in the USA!
Siesta Key Condo 5.0 Star Review
This Siesta Key gulf side rental is located on one of the widest and most beautiful stretches of beach in the world. Beachaven is located at the ‘center’ of Siesta Key’s Crescent Beach (giving it the best vantage point for sunsets), and enjoys the widest private beach on all of Siesta Key, and likely the largest private beach in the entire w.......read more
2 Bedroom(s)
4 Bath(s) Sleeps 6
Siesta Key Condo
Siesta Key Condo 5.0 Star Review
Spacious condo, nicely furnished and private ground floor unit. 1 br, 1 ba in tropical setting, fishing pier and private beach access with great sunsets, pool, clubhouse facing the Gulf, walking distance to village, shops, restaurants and Siesta Key public beach. .......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Siesta Key 2 Bedroom Condo
Siesta Key Condo 4.6 Star Review
Perfect little condo on siesta key, home of the #1 rated beach in the USA. Just minutes from the beaches and great restaurants.
Wi-fi, TV, full bath, screened in lanai, beach towels & chairs, everything you need for your home away from home. Fully loaded kitchen, coffee maker, micro, etc.
Local shuttle goes by for your convenience. Heated .......read more
2 Bedroom(s)
1 Bath(s) Sleeps 3
1010-1012 Point of Rocks- Brand new remodel and by the beach!
Siesta Key Private vacation home 4.8 Star Review
Beautiful Duplex located 1 house away from beach! Amazing Location! These beautifully decorated duplexes feature all the conveniences of home with a fully equipped kitchen and linens provided. The duplexes sleep 16 and are equipped with a king in the master bedroom, a queen and 2 twins in the guest bedrooms and in 1010 the master features a quee.......read more
6 Bedroom(s)
6 Bath(s) Sleeps 14
New Listing! Sea Breeze | Located in Siesta Key Village, Walk to the Beach!
Siesta Key Private vacation home 5.0 Star Review
Welcome to Sea Breeze! This private unit is perfect for small families, with the ability to accommodate up to 4 guests, with 1 bedrooms and 1 bathrooms.
Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s world-renowned beaches are the .......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
SIESTA KEY! MIDNIGHT COVE 2/2 GULFRONT! BOOKING FOR FALL 2022 NOW!
Siesta Key Condo 4.7 Star Review
SOME RESTRICTIONS APPY DUE TO COVID 19.
MIDNIGHT COVE GULF SIDE, GULF VIEW!!! LOCATED DIRECTLY ON SIESTA KEY BEACH, VOTED THE NUMBER ONE BEACH IN AMERICA! Located just steps from the legendary white powder sands of Siesta Key Beach. This is the perfect location and condominium for a perfect vacation! Nicely updated throughout, this delight.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
Siesta Key Condo 4.9 Star Review
This spacious large ground floor corner unit is just steps away from the pool, hot-tub, fishing pier and poolside BBQ\'s. One of the few units with an incredible direct view of the bay and pool. Voted the #1 beach in the USA, Crescent Beach, with it\'s beautiful quartz sand which looks and feels like powdered sugar, is just a short walk through t.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
A Gem in Siesta Key FL - #1 beach in US
Siesta Key Condo 3.0 Star Review
WELCOME TO PARADAISE!!!
Light, bright, beachy and welcoming! A slice of old Florida just steps away from private beach access. Nestled behind the dunes is this hidden gem and slice of paradise. 2 Stories unit with all the comforts of home. Spend your days at the #1 beach in the US or explore all there is to do in Siesta Key Village. Amenities in.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 8
Stunning 4/3 Canal Home Siesta Key w/ Pool & Boat Dock
Siesta Key Private vacation home 5.0 Star Review
House located only 10 min walk from Siesta Beach and 5 min from the "Village"!
This Stunning & vast home on Canal w/ heated pool & dock is 3,496 sq ft with 4 bedrooms 3 bathrooms. Located Avenida de Mayo on the famous Siesta Key, it offers a unique experience with its large outdoor area, pool, canal access and refined furnishing!
This ho.......read more
4 Bedroom(s)
3 Bath(s) Sleeps 12
Luxury Waterfront Views / Pool / 1400sf / 2 min to Beach
Siesta Key Condo 4.5 Star Review
Our home, located on Siesta Key, with breathtaking intercostal water views is fully furnished with all the amenities you would expect just as in your home. After spending a day relaxing at the world famous Siesta Key Beach with quartz-crystal sand as white and soft as powdered sugar, come back home and enjoy the evening relaxing on one of our 3 la.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
NEWLY REMODELED! On World Famous Crescent Beach
Siesta Key Condo 4.6 Star Review
Condo was fully remodeled in the summer of 2020 complete with beautiful new flooring. Kitchen was completely redone with new cabinets, quartz countertops, and all Stainless Steel appliances.
TV\'s in both bedrooms
Two new Recliners in Living Room
55" HD LED TV with DVR and Blu-ray Player in LR
King bed in Master .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Hyatt Residences- High End Condo on #1 Beach in the US!!
Siesta Key Condo 5.0 Star Review
No better deal around! Top of the line on Siesta Key! It really doesn\'t get any better than this. This 2 bedroom / 3 bathroom unit has all the top of the line finishes that you would expect, such as Wolf gas stove, Sub Zero refrigerator, flat screen TVs in all rooms, high-speed internet, and more! This over the top unit will amaze you at every tur.......read more
2 Bedroom(s)
3 Bath(s) Sleeps 6
Spacious 2Bed/ 2Bath Beachfront Town Home!!
Siesta Key Private vacation home
DIRECTLY ON NUMBER ONE RATED BEACH IN THE USA SIESTA BEACH !!! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Beachfront home on Siesta Key Sunset Point. Siesta Key Beach is the number one rated beach in the USA. Walk out of your fro.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
New Listing! The Coral Reef | Located in Siesta Key Village, Walk to the Beach!
Siesta Key Private vacation home
Welcome to The Coral Reef! This group of 3 private units is perfect for families and groups, with the ability to accommodate up to 12 guests, with 3 bedrooms and 3 bathrooms.
Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s world-ren.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 12
Private Beachfront on Siesta Key
Siesta Key Condo 4.7 Star Review
Paradise and convenience await you at this newly renovated, spacious 2 bedroom, 2 bath condo. This full furnished unit have beautiful gulf views and walks right out to the beach and one of the only gulf-front pools on the island. The location is perfect as you\'re closed enough to the village to walk/bike or use the FREE RIDE service for great re.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 7
Chinaberry 456 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Siesta Key Condo 5.0 Star Review
AMAZING views from this 5th floor 2BR/2BA condo overlooking the Beach and the Gulf! Brand New to our Rental Program! Spacious living, dining, lanai and kitchen, all with views of the water! King bed in master bedroom, full view of the water, with glass sliders out to the lanai. Very spacious master bath with large soaking tub (no shower.) Two twin .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Crystal Sands1107 Exquisite Gulf & Sand Views, Luxury
Siesta Key Condo
1107 is definitely a slice of heaven on Siesta Key. It\'s fresh and new with beautiful new beachy furnishings, new linens, and a full width view deck accessible from every room. Enjoy direct west and north views of the Gulf plus downtown Sarasota views. Take one of three elevators to sugar white quartzite sands & turquoise waters. Designer kitche.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Newly Reno Cozy 2BR - Walk to Beach & Village!
Siesta Key Private vacation home
Duplex second floor unit located in best location in Siesta Key! Walk to the beach just across the street or to the Village just 5 mins down the road! This unit has two bedrooms and one full bathroom. Very central location in Siesta Key, close to everything. About 10 miles away from Sarasota airport.
The space
Amenities Included:
- Acr.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 6
New Listing! Ground floor, easy access to the pool and beach! Siesta Dunes 2-104
Siesta Key Condo 4.0 Star Review
This ground floor 2 bedroom, 2 bathroom unit is nicely updated and comfortably furnished with easy access to the pool and the beach. Our Property is managed by the Siesta Dunes Rental Office and the staff is available to assist you during your stay.
Amenities include:
Gulf View, from 1st Floor
King in Master Bedroom
Show.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
1 Bedroom Point of Rocks Road-next to the beach!- 3 NIGHT MINIMUM
Siesta Key Apartment 4.5 Star Review
Beautiful 1 bedroom unit located 1 house away from beach! Amazing Location! This beautifully decorated unit features all the conveniences of home with a fully equipped kitchen and linens provided. Enjoy the tropical pool or walk just a short distance to the beach. Point of Rocks is a small, quiet, residential neighborhood on Siesta Key, a few block.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED
siesta key Condo 4.9 Star Review
Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL
Top beachfront unit at Fisherman\'s Cove!! Fisherman\'s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of t.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 8
New Listing! Sea Foam | Located in Siesta Key Village, Walk to the Beach!
Siesta Key Private vacation home 5.0 Star Review
Welcome to Sea Foam! This private unit is perfect for small families, with the ability to accommodate up to 4 guests, with 1 bedrooms and 1 bathrooms.
Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s world-renowned beaches are the pe.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Midnight Cove #714, Bayside in Siesta Key, FL
Siesta Key Condo 4.5 Star Review
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 d.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Steps from Siesta Village and the Beach
Siesta Key Condo 4.9 Star Review
100% REFUND IF YOU NEED TO CANCEL - Due to Covid, I am offering a full refund on all cancellations up until the day of trip. I understand that committing to a vacation is much more difficult with all the uncertainty these days and I want to make the process as easy as possible for my guests.
Thanks for viewing our listing. Our condo is loca.......read more
Studio
1 Bath(s) Sleeps 2
Beautiful Siesta Key 2-Bedroom Apartment!
Siesta Key Private vacation home 4.8 Star Review
Well appointed 2 bedroom, 2 bath condo at the corner of Midnight Pass and Stickney Point Roads. Private access to the beach just steps away.
Master bedroom features two Queen beds and adjoining bathroom with walk-in closet. Second bedroom has two twin beds, two spacious closets and shared bath.
The kitchen is fully stocked with everyt.......read more
2 Bedroom(s)
2 Bath(s)
COZY UNIT ON THE BEACH ACCESS TO 3 POOLS
Siesta Key Condo 4.8 Star Review
PLEASE NOTE: ONE WEEK MINIMUM STAY REQUIRED DURING THE PRIME SEASON, AND 4 NIGHT MINIMUM STAY OFF SEASON.
*Banyan Tree Beach Resort requires a signed contract WITHIN ONE WEEK OF BOOKING to confirm.*
On location, you can pick from the three pools, play shuffleboard, walk on the beach, or you may want to take a short walk to Siesta Key Public B.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
2700 sq ft home/guest home w/ private pool 200 steps to Crescent Beach - dogs OK
Siesta Key Private vacation home
Siesta Key Reverie
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'
Happiness is a private pool just 200 steps from the white, powdery sands of the number one rated beach in America, Crescent Beach! This single-story slice of paradise has a heate.......read more
4 Bedroom(s)
5 Bath(s) Sleeps 8
Stylish escape near the beach with free WiFi, pool, two balconies, & AC
Siesta Key Private vacation home 5.0 Star Review
Salt & Serenity
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'
The relaxed lifestyle of Siesta Key is calling your name for that rejuvenating beach vacation, so pack your favorite bathing suits and make your way to Salt & Serenity. Sitting just.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Private Home w/Private Pool-10 min walk to Siesta Key Beach
Siesta Key Private vacation home 4.9 Star Review
Come enjoy this private house with your own secluded heated swimming pool, in beautiful Siesta Key. Rent for a stay of 28 days or more and our daily rate drops as it automatically includes a 15% discount.
Enjoy this private house with your own secluded heated swimming pool, in beautiful Siesta Key. Oversized private lot.
** Newly renov.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 8
New Listing in Bay Oaks, End Unit, Walk to Beach, WiFi, Updated, Pool, Tennis, Complex Fishing Pier
Siesta Key Condo 5.0 Star Review
New Listing in Bay Oaks!!! Fabulous 3rd floor condo in popular Bay Oaks on the BAY ((elevator bldg.) close to Siesta Key public beach as well as Crescent Beach. Plan your beach vacation with us today!! Feel at home in our 2 bedroom, two bath condo with all the complex amenities you could ask for all wrapped up in a relaxing atmosphere. Nearby .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Luxury penthouse unit w/stunning views, open floor plan, & private beach access
Siesta Key Condo
This 2 Bed/2 Bath boasts gorgeous bay views, high-end finishes, and a spacious layout with cathedrals ceilings. Updated kitchen with stainless steel appliances, in-unit washer/dryer, full sleeper sofa and 3 TVs.
If you are looking for a luxury getaway with an unbeatable location this unit has it all!
Exclusive amenities include:
2 Bedroom(s)
2 Bath(s) Sleeps 6
Our House at the Beach C-111 Newly Remodeled
Siesta Key Condo
Lake houses offer a generous bi-level layout that includes separate dining and living rooms spaces. The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full-sized appliances including a dishwasher, microwave and washer and dryer for your convenience. Off the large living room there is a balcony overlooking the Lake. Th.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Siesta Key 2-Bedroom Apartment - Anchorage - Beautiful Views!
Siesta Key Condo 4.0 Star Review
Well appointed 2 bedroom, 2 bath condo at the corner of Midnight Pass and Stickney Point Roads. Private access to the beach just steps away.
Master bedroom features two Queen beds and adjoining bathroom with walk-in closet. Master bathroom recently renovated and upgraded. Second bedroom has two twin beds, two spacious closets and shared b.......read more
2 Bedroom(s)
2 Bath(s)
Updated Condo within steps of Siesta Key Beach
Siesta Key Condo
Fully updated and equipped condo. Just pack your bags and go.
Unit equipped with internet and washer and dryer. Full view of the intercoastal waterway and steps from private beach access on Siesta Key.
Property has many amenities including 2 pools, exercise room, pickleball and tennis courts.
All bookings subject to approval by Managemen.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Beautifully Updated Gulf View, 2 Bed, 2 Bath with Loft, Sleeping 6
Siesta Key Condo 5.0 Star Review
Beautifully updated 2 bedroom, 2 bathroom with loft, gulf view unit. This unit is new to the Rental Program as of June of 2019. The master features a king size bed, updated bathroom with a shower and side porch with a view of the water. The guest room has a king size bed. For convenience, the washer/dryer is in the guest room closet. The guest bath.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
Aloha Kai - 2 beautful unit and close to pool!
Siesta Key Cottage 5.0 Star Review
Fully furnished villa offers living room, dining area, fully equipped kitchen, two bedrooms and 2 bathrooms. ALOHA KAI is a five acre vacation retreat hosting 68 private villas and apartments, nestled on the powdery-white sands of the Gulf of Mexico. Villas are at ground level, and offers a private parking space directly outside your front door. T.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Jamaica Royale 101, 2 Bedrooms, 3 Heated Pools, WiFi, Sleeps 6
Siesta Key Condo 4.2 Star Review
Enjoy an amazing location and luxurious accommodations! With indoor and outdoor seating, three heated pools, and a short walk to the sandy beach, your family will have the vacation of a lifetime here!
You will feel relaxed as soon as you step into the open-concept living area of Jamaica Royale 101. It’s decorated in welcoming shades of peach, .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Cozy Family Condo- Beautiful Newly Renovated 2 Bedroom - Near Siesta Key!
Siesta Key Condo
The Dock Holiday is located at the popular Bay Oaks Condominiums in a beautiful, park-like setting on the intracoastal waterway, where you can watch the sunrise. Spacious and updated, second floor, two-story condo with almost 1400 square feet of living space.
The living room is furnished with a large flat-screen TV, including free WiFi, and .......read more
2 Bedroom(s)
3 Bath(s) Sleeps 6