Gertrude's Village House - in the Top Location on the Island, Private Patio!
House in Siesta Beach
10 guests · 4 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Includes essentialsPool, Pets allowed, Kitchen or Kitchenette and more
About this house rental
This is Gertrude's Village House, a Gertrude Rentals property in the Top Location on the Island! Leave the car behind! Beautifully decorated and located in the center of Siestas best beaches shopping food and drinks. Out-door lounging and dining areas off the living-room master and mother-in-law suite, a private gate into the Siesta Key Village, and its just a few doors away from three of the islands top beaches. Sure to provide a combination of fun, ease and relaxation you can't get in other properties.
GERTRUDE'S VILLAGE HOUSE “AT A GLANCE” - 3BR/2Bath
- Private entrance to Village's World-Famous Dining & Entertainment.
- Three Private Patios, Sun Lounging chaises & Alfresco Dining tables.
- Award Winning Beaches, 20 Bar Restaurants, Walk to everything!
- Walk to Siesta Key Beaches and clear calm Azure Water & pure quartz White Sand.
- Tide Pools & Sand Bars for lounging, sleeping, relaxing, or water sports.
- Best Sunsets in North America with 300-degree views of the Gulf.
- 20 Restaurant-Bars, Live Music, Daiquiris, Oysters, stone crab, ice cream, fresh donuts.
- Kayak, bike, paddleboard, scooter, golf cart rentals.
- Walk to Free Island Trolley & every activity imaginable.
- A one of a Kind Siesta Key Experience.
The Location - You work hard and you deserve this. Three patios are 100% private and surrounded by tropical plants. They come with pagoda umbrellas for shade, chaise loungers and dining tables, and are perfect for enjoying a quiet cup of coffee, good book, cocktail(s), or an al-fresco meal. Its a few a steps off the patio to a private gate into the heart of the Village and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island. The beaches at this location are the widest and have panoramic views of the gulf to the North-West-and-South and are the top spot in North America for viewing sunsets. You can swim or “often” wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin's sand-dollars and “occasionally” giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. This is the only spot on Siesta where you can go from the water to lunch or dinner and back to the sand without putting on your shirt and shoes.
History - “Life is a string of pearls where you never know how many you have left.” - GVLJ. Named for my grandmother “Gertrude” who traveled the world until age 91, but always insisted this street on Siesta Key was the place she loved best. When I was young, she would take me to the beach and swim out so far I couldn't see her yellow flowered bathing cap even while standing on a chair! Today, you can laze float and wade in the same white quartz sand and calm crystal clear gulf water she once did.
Beach Gear - Correction for Air-b-n-b listings. We provide beach towels and beach chairs at every location, umbrellas and carts at most locations, and do not provide "snorkeling gear" at any locations. Sorry for the confusion. Snorkeling gear can be rented or purchased nearby.
Support Post Booking - I understand vacation time is precious and I will make sure you get the most out of it. My number is the only contact information you need. My units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. Check-in any day of the week at any time using your private door-code. No requirement ever at checkout. Free early check-in when possible. Never hidden fees or solicitations. Every unit including this one is available for instant booking.
When you book with me you get a fully accessible and knowledgeable owner/host and reliable advice from a G-approved local expert. I can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, Eco-tourism, family friendly activities, or safe ways to lose your kids when you need a break.
Terms - Payments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. *If you prefer insured bookings, we recommend providers Generali and Rental Guardian for Trip-Protection coverage.
Events are not allowed at this location.
GERTRUDE'S VILLAGE HOUSE “AT A GLANCE” - 3BR/2Bath
- Private entrance to Village's World-Famous Dining & Entertainment.
- Three Private Patios, Sun Lounging chaises & Alfresco Dining tables.
- Award Winning Beaches, 20 Bar Restaurants, Walk to everything!
- Walk to Siesta Key Beaches and clear calm Azure Water & pure quartz White Sand.
- Tide Pools & Sand Bars for lounging, sleeping, relaxing, or water sports.
- Best Sunsets in North America with 300-degree views of the Gulf.
- 20 Restaurant-Bars, Live Music, Daiquiris, Oysters, stone crab, ice cream, fresh donuts.
- Kayak, bike, paddleboard, scooter, golf cart rentals.
- Walk to Free Island Trolley & every activity imaginable.
- A one of a Kind Siesta Key Experience.
The Location - You work hard and you deserve this. Three patios are 100% private and surrounded by tropical plants. They come with pagoda umbrellas for shade, chaise loungers and dining tables, and are perfect for enjoying a quiet cup of coffee, good book, cocktail(s), or an al-fresco meal. Its a few a steps off the patio to a private gate into the heart of the Village and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island. The beaches at this location are the widest and have panoramic views of the gulf to the North-West-and-South and are the top spot in North America for viewing sunsets. You can swim or “often” wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin's sand-dollars and “occasionally” giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. This is the only spot on Siesta where you can go from the water to lunch or dinner and back to the sand without putting on your shirt and shoes.
History - “Life is a string of pearls where you never know how many you have left.” - GVLJ. Named for my grandmother “Gertrude” who traveled the world until age 91, but always insisted this street on Siesta Key was the place she loved best. When I was young, she would take me to the beach and swim out so far I couldn't see her yellow flowered bathing cap even while standing on a chair! Today, you can laze float and wade in the same white quartz sand and calm crystal clear gulf water she once did.
Beach Gear - Correction for Air-b-n-b listings. We provide beach towels and beach chairs at every location, umbrellas and carts at most locations, and do not provide "snorkeling gear" at any locations. Sorry for the confusion. Snorkeling gear can be rented or purchased nearby.
Support Post Booking - I understand vacation time is precious and I will make sure you get the most out of it. My number is the only contact information you need. My units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. Check-in any day of the week at any time using your private door-code. No requirement ever at checkout. Free early check-in when possible. Never hidden fees or solicitations. Every unit including this one is available for instant booking.
When you book with me you get a fully accessible and knowledgeable owner/host and reliable advice from a G-approved local expert. I can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, Eco-tourism, family friendly activities, or safe ways to lose your kids when you need a break.
Terms - Payments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. *If you prefer insured bookings, we recommend providers Generali and Rental Guardian for Trip-Protection coverage.
Events are not allowed at this location.
Amenities
Pool
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Wheelchair accessible
Family friendly
Map of Siesta Beach
$$$$
Ratings and reviews
10.0 / 10.0
The location is everything! We were very pleased with how clean the house is, and all the beach toys available to bring to the beach. Very comfortable property!!
10.0 / 10.0
Gertrude Rentals are the only place we will stay during our yearly Siesta Key visits! They offer the best locations in SK and are so helpful and accommodating throughout the entire stay. We can't wait to come back year!
8.0 / 10.0
We had a great stay! The place was close to the beach and the village . We had everything we needed- chairs and a wagon which is nice when you come from a distance . Dan and Anna were great when we had a minor problem with the hot water which was fixed in a timely manner. Thank you so much .
10.0 / 10.0
Clean, fun, plenty of extras.
10.0 / 10.0
House was clean and perfect location a quick walk to the beach and in the middle of downtown for restaurants/shops. The owners responded quickly anytime I emailed and they take care of everything! No long checklist for checking out either! Highly recommend!
10.0 / 10.0
Even though we were only one block behind the bustling main drive with lots of traffic, the home was exceptionally quiet and peaceful. It was very clean with enough space for the family to have space. Very short walk to the beach with a wagon and umbrellas and chairs (though we brought our own). The only negative was the water pressure in the shared bathroom, but the master bath shower was good. Loved that there was also an outside shower to help avoid tracking in sand.
10.0 / 10.0
We especially enjoyed the location.
8.0 / 10.0
Great place! Pleased with my stay!
8.0 / 10.0
If very good was a choice that's what I would choose. The only reason I give this a good rating is because it was a little snug for 8 adults 4 that were over 60 which we thought when we booked. We Loved the outside patios. The location was great two blocks to beach or village. We had all the beach equipment we needed and an outside shower and even a gas grill . Any questions or problems were handled fast. Our vacation was enjoyable and relaxing. Can't wait to try another property
10.0 / 10.0
Gertrude's Village House was the ideal spot for our recent vacation to Siesta Key. The location is unbeatable - just steps from the beach and directly connected to Siesta Key Village through a private gate. We loved leaving the car behind and strolling to the beach for swims and sunset walks. The village itself is charming, with plenty of shops, restaurants, and entertainment options all within easy walking distance.
The house itself was beautifully decorated and had everything we needed for a comfortable stay. We especially enjoyed the private patios, which offered a tranquil space to relax and unwind after a day at the beach. The multiple patios provided both sun and shade, making them perfect for any time of day.
Highlights:
Unbeatable location - steps from the beach and Siesta Key Village
Private patios with comfortable seating and beautiful landscaping
Easy walking distance to shops, restaurants, and entertainment
Nicely decorated and well-equipped house
Overall, we had a fantastic experience at Gertrude's Village House and would highly recommend it to anyone looking for a relaxing and enjoyable vacation on Siesta Key.
Additional Tips:
The beach chairs and towels provided by Gertrude Rentals were a big plus!
Be sure to check out the amazing sunsets from Siesta Key Beach.
I hope this review helps you decide if Gertrude's Village House is the perfect place for your Siesta Key vacation!
10.0 / 10.0
Ideal location and really appreciated not having to clean before check out
10.0 / 10.0
Location was the best and we found the house very comfortable and inviting.
Would stay again!!
8.0 / 10.0
Our stay was nice and the place is in a great location. Restaurants, coffee, groceries are all in your backyard and a very short walk. The beach is about a 2 minute walk down the street. I will say that the place itself is cute, but it is small. We had 8 people staying and I cannot imagine fitting any other bodies in the house, there isn't anywhere to place luggage so it's a tight squeeze. If you are out all day at the beach, then no worries, but if you are stuck inside with rain like we were, it's crowded.
Check in was super easy and the owner provides a really nice guide book when you check in.
Overall, a cute place with a great location and I'd stay again, but probably not with 8 people. Thank you!
10.0 / 10.0
Very clean, nice size bedrooms, great location. Close to the beach, stores and restaurants. We really enjoyed our stay.
10.0 / 10.0
Clean, comfy beds, quiet even though right in siesta village, great location for shops, restaurants, and beach.
10.0 / 10.0
We were pleasantly surprised to see what an amazing location this is! Everything is within walking distance and the beaches are so beautiful. The unit was clean and comfortable- everything was as stated. The beach chairs/wagon/umbrella set up was perfect!! We slept great after full days soaking up the sun on the beach and then eating/shopping and exploring. We will be back!
10.0 / 10.0
Great location for accessing the beach and village. The place was clean and stocked with everything we needed. We appreciate that it was pet friendly, and would definitely stay there again.
10.0 / 10.0
Stayed here with my sisters and friends for a long weekend. Was super clean and close to everything! Would definitely come back.
10.0 / 10.0
Would highly recommend this house for a family looking to make the most of the beach and village of Siesta Key. Very thoughtful and comfortable home with some unique benefits. We especially loved the two parking spaces and the private entrance to the main drag of the village. So convenient to the beach and the best of Siesta Key.
8.0 / 10.0
Area was wonderful. Beach is close! Town is close. Great location for relaxing and wandering. Would stay there again.
10.0 / 10.0
Great Location, easy instructions provided by owner and everything was as on the listing. Great experience with this property.
6.0 / 10.0
We stayed at the Gertrude Village House for 10 days over Christmas and New Year’s with grandparents and two children. The place was clean and contact was good with Daniel. However would say it was a little shabby, certainly for what we were paying (peak season so a very high nightly rate!). Light bulbs needed replacing, the plug in the sink wasn’t working and the drawer in our bedroom could only open a few inches because it was stuck inside a closet. Daniel addressed all these issues (except the drawer) promptly, sending someone round on Christmas Eve and Boxing Day. But for such a high price I also had high expectations and was disappointed that I had to spend time sorting stuff like that out. The place is nice though the kitchen is a bit small (a half sized dishwasher is not great for 6 people). There was a bit of noise at night from the nearby nightlife but it didn’t disturb our sleep. The location is fantastic- you are right near the action. In sum, this house is perfect for a bunch of young people there to party, and functional but not ideal for a family.
10.0 / 10.0
The 7 of us loved our stay at Siesta Key. The house was in the perfect location, just 2 minutes walking to the large beautiful public beach and a couple of minutes to the center of town. Dan was very helpful and immediately available when we had a small plumbing issue. We'd love to return next year.
10.0 / 10.0
Unbelievable location. minute walk to the Village and beaches. Clean and very functional
10.0 / 10.0
We thoroughly enjoyed our stay at the cottage. It was an absolute perfect location between walking to the beach & the village. The cottage itself was nice & comfortable. Our family of 5 enjoyed our time together especially the outdoor seating area. The house had everything we needed. We could not have picked a better place for our Thanksgiving week.
10.0 / 10.0
My two grown sons and three-year
-old granddaughter loved our stay at this amazing beach house just a short walk from the beach and the Village. It was spotless, comfy, and had everything we needed, and our host Dan was very responsive. We’d love to book this house again
10.0 / 10.0
Perfect size form our family of four! Just steps to the beach and great food and entertainment?
10.0 / 10.0
We throughly enjoyed our stay - the beach and the village were closer than we even anticipated! The outdoor patio space was just perfect for our desire to be outside. Our only suggestion (and it really didn’t matter to us) is that I think the listing does state that there is a tub/shower in both baths, but one bath is just a large shower. Great place!
10.0 / 10.0
Excellent stay!
6.0 / 10.0
My family and I really wanted to love this place but unfortunately, I cannot say that we did. 😔
The location of the home is great and Daniel was very accommodating and responsive. Other than that, we ran into several issues during our stay. And there were several. But my biggest complaint is the mattress in the queen size room. Very, very uncomfortable to the point to where my husband and I had to switch the rooms with our daughter to get some sleep at least.
This house has a potential but it needs a lot of TLC. There were multiple things that broke during our stay and some fun run ins with roaches in the bathroom.
For the price that we paid for one week stay, I would expect comfort and no inconveniences.
It is not a house that I would rent again.
10.0 / 10.0
Location was perfect! Property was perfect! Host was perfect! Daniel's property and hosting was among the best. We couldn't have asked for a better weekend. Gertrude's Village House was comfortable and had everything we needed. One of the most important things for me is a comfortable bed. . . and Gertrude did not dissapoint. Check in and out was a breeze. Location was amazing. Thank you Daniel!
10.0 / 10.0
Great time!! Amazing location!! Close to beach and all restaurants!! Loved it!! Will return for sure
10.0 / 10.0
It was easy to find, easy to check in and easy to get around. The place is in a good location between the beach and the village. The beds were also comfortable. The bathrooms are small. I appreciated the extra towels, a washer and dryer and an outdoor grill. Overall- it was a nice getaway.
10.0 / 10.0
Perfect little house for our girls trip! Amazing location. Everything as described. Would recommend! Communication with host was great!
10.0 / 10.0
close to restaurants, bars, shopping, and beach!
10.0 / 10.0
Management was responsive extremely nice. The location doesn’t get any better than that one minute from the village three minutes from the beach.
10.0 / 10.0
This place was very fun! The children (mostly teens) had a marvelous time! The proximity to beach and town/shops was awesome. The area also seemed very safe. The kids left in the morning and only came back for food and money! My grandson has already put his request to go back next year!
I do have a few suggestions, the only room with an en suite was hotter than blue blazes. If you suffer from being hot natured, this room is not for you. It may be that the ventilation system needs some adjustment or the window unit in that room could be replaced with a newer, more efficient system.
Lastly, the beach is a good bit farther than I got the impression from the advertising. This would not be an issue for a healthy person, but I recently had major spinal surgery and long walks are no longer in my future. I was able to go to the beach twice this trip, which is more than my last decade of trips to the beach.
So my summary, great place, great location and absolutely great time! Thank you Dan!!! See you next year!
10.0 / 10.0
This location couldn’t have been better! Beach at the end of road and a few min walk to any restaurant. House was very clean and comfortable. Would definitely stay there again. Dan was very quick to respond to any questions.
10.0 / 10.0
The property is located in a great area convenient to the beach, restaurants, shopping and more.
10.0 / 10.0
Host was very detailed with instructions and upon arrival, was able to check-in smoothly. Property was clean and close to downtown & beach. Had a great stay!
FAQs
How much does this house cost compared to others in Siesta Beach?
The average price for a rental in Siesta Beach is $568 per night. This rental is $1,963 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Gertrude's Village House - in the Top Location on the Island, Private Patio!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Gertrude's Village House - in the Top Location on the Island, Private Patio!. Enjoy the water!
Is Gertrude's Village House - in the Top Location on the Island, Private Patio! pet friendly?
Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at Gertrude's Village House - in the Top Location on the Island, Private Patio!?
We found 12 amenities for this rental. This includes pool, air conditioner, pets allowed, kitchen or kitchenette, and internet / wifi.
Explore similar vacation rentals in Siesta Beach
Explore all rentals in Siesta Beach
Casa Van Lopik(Jardin)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village!
House
in Siesta Key12 guests · 4 bedrooms · 2 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Looking for a House in Siesta Beach, this House for $2,093 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Luxury Home w/ Heated Pool and Private Beach Access
House
in Siesta Key11 guests · 5 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner
This House for $2,625 in Siesta Beach, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
Resort Style Backyard! Private Dock and Beach Views! - Sea Spray
House
in Siesta Key22 guests · 9 bedrooms · 7 baths
Pool · Pets allowed · Kitchen or Kitchenette
Discover the beauty of Siesta Beach with a stay at Resort Style Backyard! Private Dock and Beach Views! - Sea Spray, a top rated House with amenities such as Air conditioner, Internet / Wifi and Laundry, and more.
$$$$
Start earning One Key rewards
Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View
House
in Siesta Key22 guests · 9 bedrooms · 9 baths
Pool · Pets allowed · Kitchen or Kitchenette
When traveling to Siesta Beach, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $2,680 per night.
$$$$
Oceanview Penthouse, in VIllage, 30-steps to Best Beach, Tiki-Bar, Free Bikes and Paddle-boards!
Apartment
in Siesta Key10 guests · 4 bedrooms · 2 baths
Pool · Pets allowed · Kitchen or Kitchenette
Apartment in Siesta Beach, for $2,473 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
$$$$
Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views
House
in Siesta Key18 guests · 6 bedrooms · 7 baths
Pool · Pets allowed · Kitchen or Kitchenette
Looking for a House in Siesta Beach, this House for $2,357 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Perfect for Families! Private Back Yard & Heated Pool - Bahama Mama
House
in Siesta Key12 guests · 5 bedrooms · 5 baths
Pool · Pets allowed · Kitchen or Kitchenette
Indulge in a peaceful retreat at Perfect for Families! Private Back Yard & Heated Pool - Bahama Mama, our elegant House in Siesta Beach. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Ocean-Views, Pool, Private Elevator, Covered Patio, 150 steps to Beach!
House
in Siesta Key10 guests · 4 bedrooms · 3 baths
Pool · Pets allowed · Kitchen or Kitchenette
Looking for a memorable stay in Siesta Beach? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
$$$$
Latitude Adjustment | Waterfront Home w/ Private Heated Pool! Walk to Siesta Village & Beach!
House
in Siesta Key10 guests · 4 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Indulge in a peaceful retreat at Latitude Adjustment | Waterfront Home w/ Private Heated Pool! Walk to Siesta Village & Beach!, our elegant House in Siesta Beach. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Canal-Front Home with Pool, Dock, and Rooftop Near Siesta Key Beach - Salty Dog
House
in Siesta Key17 guests · 6 bedrooms · 6 baths
Pool · Pets allowed · Kitchen or Kitchenette
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Siesta Beach, at $2,595 per night for your next great vacation.
$$$$
Casa Ohana | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!
House
in Sarasota12 guests · 5 bedrooms · 3 baths
Pool · Pets allowed · Kitchen or Kitchenette
Looking to create some memories in Siesta Beach? Look no further than our House, Casa Ohana | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Rooftop with Gulf Views, Heated Pool/Spa, and Games - Siesta Palooza
House
in Siesta Key25 guests · 9 bedrooms · 8 baths
Pool · Pets allowed · Kitchen or Kitchenette
This inviting House in Siesta Beach can fit your needs for many types of vacations, at $2,538 per night.
$$$$
Start earning One Key rewards
Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks
House
in Siesta Key15 guests · 6 bedrooms · 5 baths
Pool · Pets allowed · Kitchen or Kitchenette
The best choice in Siesta Beach for House, for $2,367 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Perfect Location. Private Heated Pool/Spa w/ Waterslide
House
in Sarasota19 guests · 8 bedrooms · 6 baths
Pool · Pets allowed · Kitchen or Kitchenette
This attractive House in Siesta Beach, $2,783 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall
House
in Siesta Key16 guests · 6 bedrooms · 6 baths
Garden · Pool · Pets allowed
This House for $2,524 in Siesta Beach, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall
House
in Siesta Key16 guests · 6 bedrooms · 5 baths
Garden · Pool · Pets allowed
This inviting House in Siesta Beach can fit your needs for many types of vacations, at $2,737 per night.
$$$$
Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!
House
in Siesta Key24 guests · 10 bedrooms · 9 baths
Pool · Pets allowed · Kitchen or Kitchenette
Are you ready to indulge in a relaxing getaway? Our House in Siesta Beach has everything you need for a rejuvenating stay. Treat yourself to Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!'s exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Start earning One Key rewards
Oceanview, in Village, 20-steps to Path of Best Beach, Tiki-Bar, Free Bikes and Paddle-boards!
Apartment
in Siesta Key10 guests · 4 bedrooms · 2 baths
Pool · Pets allowed · Kitchen or Kitchenette
Soak up the beauty of Siesta Beach in our Apartment, Oceanview, in Village, 20-steps to Path of Best Beach, Tiki-Bar, Free Bikes and Paddle-boards!. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.
$$$$
Start earning One Key rewards
Amazing Views. Waterfront Home w/ Boat Dock. Huge Private Heated Pool/Spa
House
in Siesta Key10 guests · 4 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner
When traveling to Siesta Beach, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $2,345 per night.
$$$$
Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!
House
in Siesta Key12 guests · 5 bedrooms · 3 baths
Pool · Pets allowed · Kitchen or Kitchenette
This House for $2,463 in Siesta Beach, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Vacation Home w/ Ocean View, Steps to Beach, Pool w/ Waterslide, Mini Golf
House
in Siesta Key14 guests · 6 bedrooms · 6 baths
Garden · Pool · Pets allowed
Looking for a memorable stay in Siesta Beach? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
$$$$
Private Gated Home in Siesta Village, Heated Pool & Pool Table - The Hideaway
House
in Siesta Key10 guests · 4 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Siesta Beach, at $2,098 per night for your next great vacation.
$$$$
Start earning One Key rewards
Private Home with Pool and Sundeck!
House
in Siesta Key10 guests · 5 bedrooms · 4 baths
Pool · Pets allowed · Kitchen or Kitchenette
When traveling to Siesta Beach, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $2,983 per night.
$$$$
Great Family Retreat with Pool, Spa, Putting Green & Game Room - Paradise Cove
House
in Siesta Key14 guests · 6 bedrooms · 5 baths
Pool · Pets allowed · Kitchen or Kitchenette
Looking for the perfect place to call home during your trip to Siesta Beach? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Crystal Sands | Home w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
House
in Siesta Key10 guests · 3 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Are you ready to indulge in a relaxing getaway? Our House in Siesta Beach has everything you need for a rejuvenating stay. Treat yourself to Crystal Sands | Home w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Start earning One Key rewards
Beach Palm Villa | Private Heated Pool, Fire Pit, Putting Green, & Spacious Outdoor Lounging Area
House
in Siesta Key12 guests · 4 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
The best choice in Siesta Beach for House, for $2,911 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
The Blue Door-Luxury 4BD w/Full Gulf views, private beach access&walk to town!
House
in Siesta Key10 guests · 4 bedrooms · 3 baths
Garden · Pets allowed · Kitchen or Kitchenette
When traveling to Siesta Beach, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $2,857 per night.
$$$$
Honeysuckle | Pet Friendly Home Located in Siesta Key Village w/ Heated Pool, Walk to Beach!
House
in Siesta Key10 guests · 4 bedrooms · 3 baths
Pool · Pets allowed · Kitchen or Kitchenette
Looking for a memorable stay in Siesta Beach? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
$$$$
Breathtaking 4 Bedroom/ 4 Bath Town Home Located Directly on Siesta Key Beach!
House
in Siesta Key12 guests · 5 bedrooms · 4 baths
Pool · Pets allowed · Kitchen or Kitchenette
This attractive House in Siesta Beach, $2,548 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
Beautiful 5 Bedroom Home Directly on Siesta Key Beach!!
House
in Siesta Key14 guests · 6 bedrooms · 4 baths
Pool · Pets allowed · Kitchen or Kitchenette
When traveling to Siesta Beach, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $2,864 per night.
$$$$
Siesta Beach travel inspiration
Read our blogGuides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu
Guides
Top Things to Do in Fort Lauderdale, Florida
Guides
Top Things to Do in Miami: From Beaches to Culture