6 BR | 5 BA | Sleeps 16 | Quick View
Key Amenities
About this property
Welcome to Sophie’s Quartier, a waterfront compound consisting of two homes right near Siesta Key Beach! This is a perfect retreat for huge family and friends’ get togethers! Enjoy a heated pool, one hot tub, two docks overlooking The Grand Canal of Siesta Key. Minutes walk from the world ...
Property Type
Siesta Key House
5 BR | 4 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to The Grand Canal Cottage, one of Siesta Key's most enchanting canal-front cottages, with private heated pool & spa. This idyllic 5 bedroom/4 bathroom home is just a short walk to Siesta Key Village and 2 blocks from Siesta Key Beach, voted the # 1 beach in the USA! The Grand Canal Cottage ...
Property Type
Siesta Key House
Location is literally right across a beach entrance a short 5min walk to the village. We rented both units and combined the common pool area for my whole extended family. It was fantastic!
3 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Serenity Cottage!A pristine and elegant home so close to the most beautiful beach in the world most would say, Serenity Cottage offers a delightful and relaxing retreat with maximum comforts in mind, and a spacious abode designed around the needs and comforts of large families traveling ...
Property Type
Siesta Key House
4 BR | 4 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Villa Dom Brisa is a beautifully decorated 4 bedroom, 4 bathroom, 2 kitchem home located on Crescent Street in South Siesta Key. This home is part of the Las Brisa complex of two beautiful 4-BR homes offering unique sleeping combinations to larger groups or families traveling together.Combine Villa ...
Property Type
Sarasota House
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Welcome to Casita Coco, a 1 bedroom/1 bathroom Siesta Key vacation home with a shared heated pool. When reserved with Casita Bayou to become CocoBayou Cottage, you can sleep up to 10! Near beach, Crescent Village & the Intercoastal.Welcome to Casita Coco!Casita Coco is one part of the uniquely ...
Property Type
Siesta Key House
My daughter, my new grandson and I enjoyed the cottage immensely. The cupcake welcome was delicious. Everything was clean and we couldn't have asked for a better location. Loved the nearby restaurants. ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to La Contento Casa, one of Siesta Key’s most alluring 3BR/2BA canal-front cottages, with private heated pool and breathtaking views of Siesta Key’s intracoastal waterway!This exquisite 3BR/2BA cottage is centrally located close to the Village and Siesta Key Beach, continually ...
Property Type
Siesta Key House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Situated on the northern part of Siesta Key within walking distance to Nora Patterson’s Park, this original Sarasota home is tucked within the Bay Island! With just a short drive to main beach access parking and even closer to the shops both on the Key and off, this location is the perfect setting ...
Property Type
Sarasota Bungalow
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Welcome to our beautiful and serene vacation home! A gorgeous beach cottage in a dream destination, Crescent Cottage offers a fun-filled activity-packed vacation plan with all of its great amenities, awesome location so close to the beach, and a spacious abode designed around the needs and comforts of ...
Property Type
Siesta Key House
4 BR | 2 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to the beautiful Villa De Paradisio! This gorgeous waterfront cottage is a very luxurious and large four [4] bedroom canal front heated pool home with two bathrooms in approximately 1,800SF of air conditioned living space with a heated pool overlooking the dock and canal. This home has been completely ...
Property Type
Siesta Key House
2 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Explore Casita Playa, a quaint 2BR/1BA bungalow located within walking distance from Crescent Beach/Village. This home is the perfect beach escape for small families and couples alike!This lovely 2BR/1BA beach bungalow is just a short walk to prestigious Crescent Beach and close to world famous Siesta ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
The Sea Shell and Sea Wave are two separate units which can be uniquely configured to create Villa Brisa Marina, an absolutely beautiful and stunning private pool home.Each of the two Casitas [Sea Shell and Sea Wave] in Villa Brisa Marina which are connected by a common entry lanai, combine to offer ...
Property Type
Sarasota House
The property was everything we expected and we had a great & relaxing experience
5 BR | 3 BA | Sleeps 13 | Quick View
Key Amenities
About this property
Welcome to Pura Vida Oasis, a canal front cottage with heated pool & spa features 5 bedrooms/3 baths and can sleep up to 13. Enjoy eclectic wine storage rack, private dock and amazing views. Close to beaches, Siesta Village & trolley stop. This spectacular bright cheerful, canal front cottage ...
Property Type
Siesta Key House
6 BR | 6 BA | Sleeps 20 | Quick View
Key Amenities
About this property
The Solaster is a combination of two units (Casita Morning Star and Casita Sun Star) within walking distance of Point of Rocks Beach. Each unit has 3 bedrooms, 3 bathrooms, their own heated pool & a private screened in lanai. Ideal for large groups! Welcome to The Solaster! Our newly renovated luxury ...
Property Type
Siesta Key House
5 BR | 3.5 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to Sea Grape Cottage! The luxurious tri-level Siesta Key home features gourmet kitchen, heated pool with a sloped beach entry, hot tub, covered lanai with outdoor kitchen & 2-car garage. Perfect for a dream beach vacation for up to 12! Built in June 2017, this tri-level home completely captures ...
Property Type
Siesta Key House
Sea grape cottage is stunningly beautiful and fit our family of 13 with room to spare. The pool was a hit with everyone. The home is furnished with everything you need for a wonderful group vacation,
6 BR | 6 BA | Sleeps 16 | Quick View
Key Amenities
About this property
Welcome to Coconut Grove! A private home nestled right in the heart of the Siesta Village with the style, elegance and charm of Siesta Key. Enjoy a family home that sleeps 16, a private heated pool, and quite literally in the heart of Siesta Village!Coconut Grove features a unique combination of two ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
This upscale four-bedroom/three-bathroom luxury condo features a spacious kitchen and living area, outdoor patios & private heated outdoor pool with cabana room. With modern and coastal decor throughout, you will truly be living “the beach life.” This home is ideal for large families & ...
Property Type
Sarasota House
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to Casa Ohana! Our newly constructed luxury cottage (completion date of June 2017) has all the amenities your large group [up to 12!!!] can fathom. The location is THE premier location in the heart of Siesta Key Village, just behind Gilligan's and Lelu's Coffee Shop! Inside you’ll enjoy ...
Property Type
Siesta Key House
Casa Ohana was terrific. Family friendly, close to the beach and main attractions of Siesta Key. Will definitely be returning!
2 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Explore Casita Blanca, a cozy 2BR/1BA bungalow located minutes from prestigious Crescent Beach. This home is the perfect beach retreat for small families and couples alike!This inviting beach bungalow is just a short walk to prestigious Crescent Beach and close to world famous Siesta Key Beach, continually ...
Property Type
Siesta Key House
3 BR | 3 BA | Sleeps 9 | Quick View
Key Amenities
About this property
Welcome to Monarch Villa, a beautiful 3 bedroom, 3 bathroom townhome just steps from the beach. Along with its sister property Peacock Villa, reserve Casa de Mariposa for the ultimate corporate retreat, family reunion or destination wedding setting! Welcome to Monarch Villa! The luxurious three (3) bedroom, ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to Casa Coquina! Our newest luxury cottage has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous and decadent ...
Property Type
Sarasota House
6 BR | 6 BA | Sleeps 16 | Quick View
Key Amenities
About this property
Welcome to Casa de Mariposa! This gorgeous property is comprised of two units, Monarch and Peacock Villa which are both mirror images of one another. Each unite features a 3 bedroom, 3 bathroom configuration with their very own common space to include a kitchen, dining area, private balconies, and private ...
Property Type
Siesta Key House
4 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to West Shore! A massive gulf front penthouse located right on Siesta Beach in a newly constructed building. With amazing views, a heated pool, and enough room to sleep up to 8, it is the only way to experience Siesta Key!West Shore is a luxuriously appointed penthouse in an extremely private ...
Property Type
Siesta Key Condo
4 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This charming recently updated four-bedroom, 2-bathroom home is just a short walk to Siesta Key Village and minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and couples looking for their perfect tropical getaway.The Palms Cottage can accommodate up to ...
Property Type
Siesta Key House
4 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Ocean's Edge! A massive gulf front penthouse located right on Siesta Beach in a newly constructed building. With amazing views, a heated pool, and enough room to sleep up to 8, it is the only way to experience Siesta Key!Ocean's Edge is a luxuriously appointed penthouse in an extremely ...
Property Type
Siesta Key Condo
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to Casa Mahalo! Our newly constructed luxury cottage (completion date of June 2017) has all the amenities your large group [up to 12!!!] can fathom. The location is THE premier location in the heart of Siesta Key Village, just behind Gilligan's and Lelu's Coffee Shop! Inside you’ll enjoy ...
Property Type
Siesta Key House
4 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
The waterfront cottage, ‘La Casa Verde’ is a very luxurious and large four [4] bedroom canal front heated pool home with two very large bathrooms in approximately 2,800 square feet of air conditioned living space. As you approach the home you are immediately drawn into it by volumes of lush, ...
Property Type
Siesta Key House
4 BR | 4 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to Topsail! Our newly constructed luxury cottage has all the amenities your group [up to 12] can fathom. Inside you’ll enjoy travertine flooring throughout the entire three-story building, garden soaking tub in the master, new appliances, oversized washer/dryer, granite countertops, and ...
Property Type
Sarasota House
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to Mango Manor, a unique combination of two units: “Juicy Mango Cabana” and “Honey Mango Cabana.” When booked together, Mango Manor offers a private heated pool and is just a short walk to prestigious Crescent Beach!This tropical 4 bedroom/3 bathroom beach villa is ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Welcome to Juicy Mango Cabana, an adorable Siesta Key beach bungalow with heated pool. When combined with its sister property Honey Mango Cabana, both units make up Mango Manor.This tropical 2 bedroom/2 bathroom cottage is just a five minute walk to Crescent Beach and a short drive to The Village ...
Property Type
Siesta Key House
3 BR | 3 BA | Sleeps 9 | Quick View
Key Amenities
About this property
Welcome to Peacock Villa, a beautiful 3 bedroom, 3 bathroom townhome just steps from the beach. Along with its sister property Monarch Villa, reserve Casa de Mariposa for the ultimate corporate retreat, family reunion or destination wedding setting!The luxurious three (3) bedroom, three (3) bathroom ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 9 | Quick View
Key Amenities
About this property
This tranquil 4 bedroom/3 bathroom home features a private heated pool & spa, and is located within close proximity to Siesta Key Village and world famous Siesta Key Beach, voted the #1 beach in the USA! The Canopy Cottage is the ideal vacation home for couples and families alike.The Canopy Cottage ...
Property Type
Siesta Key House
3 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This inviting 3 bedroom/2 bathroom home features a private heated pool and is centrally located near downtown Sarasota. With just a short drive to world famous Siesta Key Beach, you will truly be living the Florida Life! Villa Las Flores is the ideal home for small families and couples looking for a tropical ...
Property Type
Sarasota House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
The Hibiscus and Orchid Villas are two separate units which can be uniquely configured to create Villa Cascada, an absolutely beautiful and stunning private pool home.When rented separately, each unit features two bedrooms and a sleeping den that sleeps up to 6, with 2 full bathrooms, a gourmet kitchen, ...
Property Type
Sarasota House
Beautiful 2 bedroom condo! Great location! Right across the street from beach and a few minute walk to public beach access. Restaurants within walking distance also. The condo was tastefully decorated and ...
4 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Sol y Mar! A uniquely configured South Siesta Key private home with 4 bedrooms, 2 bathrooms that sleeps 8. May also be used as 2 separate units surrounded by lush gardens with a private beach access, a heated swimming pool and hot tub. Welcome to Sol y Mar. This COMPLETELY RENOVATED, single ...
Property Type
Siesta Key House
4 BR | 2 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to Sunset Fiesta, a unique combination of two units: “The Hidden Gem” and “Deja Blue.” This cozy beach villa features a private heated pool and is located in the heart of Siesta Key Village!This charming 4BR/2BA beach villa is centrally located in the heart of Siesta ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
The Orchid and Hibiscus Villas are two separate units which can be uniquely configured to create Villa Cascada, an absolutely beautiful and stunning private pool home.When rented separately, each unit features two bedrooms and a sleeping den that sleeps up to 6, with 2 full bathrooms, a gourmet kitchen, ...
Property Type
Sarasota House
Great place to stay. Pool in back was heated to a comfortable temperature. Amenities were great. Short walk down the road to the beach access. They even had cupcakes in the fridge to welcome us upon arrival!
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Welcome to Sea the View - one of Siesta Key's most tranquil canal-front homes, with private heated pool and spa! This home is ideal for large families.This picturesque 4 bedroom/3 bathroom home features a brand new outdoor tiki bar and is located within walking distance to Siesta Key Village and ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to Casa Eulimia, a Siesta Key luxury villa that features a private heated pool and cabana room and is located near Crescent Village and close to beaches and Siesta Key Village!This stunning four-bedroom/three-bathroom luxury villa features a spacious kitchen and living area, outdoor patios ...
Property Type
Sarasota House
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Welcome to Seaside Cottage, one of Siesta Key's most dazzling 4BR/3BA homes, with private heated pool. Steps from world famous Siesta Key beach and just minutes so Siesta Key Village!! This remarkable 4 bedroom/3 bathroom home features a private heated pool. With its location less than a mile from Siesta ...
Property Type
Siesta Key Cottage
Great place, very comfortable beds, all the items you need - kitchen equipped with great tools. Very clean.
8 BR | 6 BA | Sleeps 24 | Quick View
Key Amenities
About this property
Welcome to The Conch! Our newest luxury cottage has all the amenities your large group [up to 24!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous and decadent ...
Property Type
Sarasota House
3 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Welcome to CocoBayou Cottage, a 3 bedroom/3bathroom home with a heated pool. Featuring two units (Casita Bayou & Casita Coco), CocoBayou Cottage sleeps up to 10 and is near the beach, Crescent Village & the Intercoastal. Great for a big group! Welcome to CocoBayou Cottage!This uniquely configured ...
Property Type
Siesta Key Cottage
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to the Sandy Cabana!The Sandy Cabana is one half of the uniquely configured private homes called the Sandy Seahorse Cottage and it is the perfect escape in the tropics of Siesta Key. This property can be rented separately or combined to accommodate a large party! This side of the gorgeous ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
The Sea Wave Casita of Villa Brisa Marina is one of two beautiful casitas, uniquely configured, featuring two bedrooms, 2 full bathrooms, a gourmet kitchen and a heated pool. One of 2 homes (along with Sea Shell Casita) that are Villa Brisa Marina.The Sea Wave and Sea Shell are two separate units ...
Property Type
Siesta Key House
Had a great stay at this beautifully decorated and well equipped single storey pad. The beach is so close by as are grocery and other shops offering all you need. It really is quite special and so... ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Sea Esta! This private 3BR/2BA home is the perfect beach getaway to relax, unwind & take in everything Siesta Key has to offer. The best part? The Salt Life is just 1 minute (seriously!) away from Siesta Key Beach, voted the # 1 beach in the U.S! Sea Esta offers a shared heated pool with ...
Property Type
Siesta Key House
8 BR | 6 BA | Sleeps 24 | Quick View
Key Amenities
About this property
Welcome to The Abalone! This newly constructed 8 bedroom/6 bathroom luxury condo is a combination of two units: Casa Eulimia & Casa Junonia. Each unit features a 4 bedroom/3 bathroom configuration, each with their own common space, kitchen, outdoor patios & private heated outdoor pool. With modern ...
Property Type
Sarasota House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
The Coral Reef and Star Fish Casitas are two separate units which can be uniquely configured to create Villa Dom Bisa, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross].The décor ...
Property Type
Sarasota House
8 BR | 6 BA | Sleeps 24 | Quick View
Key Amenities
About this property
Welcome to The Big Kahuna! Our newly constructed luxury cottage (completion date of June 2017) has all the amenities your large group [up to 24!!!] can fathom. It also boasts the very BEST location, in the heart of Siesta Key Village, just behind Gilligan's and Lelu's Coffee Shop! Inside you’ll ...
Property Type
Siesta Key House
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Pinacolada! A private home nestled right in the heart of the Siesta Village with the style, elegance and charm of Siesta Key. Enjoy a family home that sleeps 8, a shared heated pool, and quite literally in the heart of Siesta Village!Pinacolada is one-half of the exquisite "Coconut ...
Property Type
Siesta Key Townhome
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Isla Amor. An absolute one of kind, limited edition home located in the "heart of the Siesta Key" on the prestigous Palm Island (the island within the island). Featuring a private heated pool, near America's #1 Beach, on the Grand Canal with intracoastal bay access and a boat dock. ...
Property Type
Siesta Key House
3 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Welcome to Villa Vista Mare! This beautiful and luxurious 3 bedroom, 3 bathroom, heated pool, townhome boasts the best views of the world famous No. 1 Siesta Key Beach Access! With absolutely unobstructed views, this home is part of only a handful of private residences that can claim such gorgeous and ...
Property Type
Siesta Key Townhome
This was the first time we have ever rent without see the property or at least know the owner. I was very nervous about the whole situation, as you can imagine. We were in Siesta Key for our daughters ...
