See all properties

My Happy Place 2 Bedroom Condo

Apartment in Siesta Beach

4 guests · 2 bedrooms · 2 baths

Reasons to book

High-end valueWell priced for this area

Includes essentials and more

About this apartment rental

Close to sailing, cycling, and more, this smoke-free condo brings it all within reach. Let your feet make short work of the 8-minute walk to Siesta Key Beach or easily tackle the quick 8-minute drive to Crescent Beach.

A BBQ grill and a ceiling fan are featured at this 2-bedroom, 2-bathroom rental. Enjoy the free WiFi and cable/satellite TV. Bathroom amenities include towels and shampoo. The kitchen is equipped with an oven, a refrigerator, a coffee maker, and a toaster. Other amenities include an ironing board and heating.

Map of Siesta Beach

city location on map

$$$$

This accommodation isn't bookable for now.

Explore similar stays in Siesta Beach

Explore all stays

New to VacationRenter

Two-Story Siesta Key Condo with Community Dock

6 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Looking to create some memories in Siesta Beach? Look no further than our House, Two-Story Siesta Key Condo with Community Dock. Enjoy top-rated amenities including WiFi/Internet, Outdoor Cooking and Heating, and more.

9.6 / 10

Outstanding(65 Ratings)

Island Living at Bay Oaks! Steps to Crescent Beach

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

Are you ready to indulge in a relaxing getaway? Our Apartment in Siesta Beach has everything you need for a rejuvenating stay. Treat yourself to Island Living at Bay Oaks! Steps to Crescent Beach's exceptional amenities, such as Air conditioning, Balcony/Terrace and Outdoor Cooking.

You can save with One Key

Two-Story Siesta Key Condo with Community Dock,

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

The best choice in Siesta Beach for Apartment, for $324 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

New to VacationRenter

Siesta Key Condo with Heated Pool Bayfront Dock & Free Trolley

4 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

House in Siesta Beach, for $323 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

Two-Story Siesta Key Condo with Community Dock,

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

Looking for a Apartment in Siesta Beach, this Apartment for $324 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9 / 10

Outstanding(36 Ratings)

Peaceful Bayfront Retreat at Siesta Key's Bay Oaks

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

Apartment in Siesta Beach, for $345 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

You can save with One Key

9.6 / 10

Outstanding(6 Ratings)

Siesta Key Direct Water Views - A

4 guests · 2 bedrooms · 1 bath

WiFi/Internet · Air conditioning · Pool

Nestled in Siesta Beach, this Apartment is perfect for your next vacation. Enjoy Siesta Key Direct Water Views - A's top-rated amenities, including Air conditioning, Outdoor Cooking and Dryer, and more.

8.5 / 10

Excellent(2 Ratings)

Bay Oaks C Ground Floor

6 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Pool

Enjoy the best of Siesta Beach in our House, Bay Oaks C Ground Floor. A stunning property with amenities including Free Parking, Tennis court and Golf course (within 2 mi), and more.

9.4 / 10

Outstanding(3 Ratings)

Unwind in Style at Bay Oaks E-93: Tennis Court and Shared Pool Near Beach

8 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Experience the best of Siesta Beach with this Apartment available for $286. This property is equipped with amenities including Air conditioning, Balcony/Terrace and Outdoor Cooking, and more.

9.2 / 10

Outstanding(36 Ratings)

Peaceful Bayfront Retreat at Siesta Key's Bay Oaks

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

Indulge in a peaceful retreat at Peaceful Bayfront Retreat at Siesta Key's Bay Oaks, our elegant Apartment in Siesta Beach. Enjoy amenities including Air conditioning, Balcony/Terrace and Outdoor Cooking, and more.

2 / 10

(1 Rating)

Bay Oaks On the Bay 3rd Floor

6 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Pool

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 Free Parking, Tennis court and Golf course (within 2 mi), and more.

9.4 / 10

Outstanding(3 Ratings)

Unwind in Style at Bay Oaks E-93: Tennis Court and Shared Pool Near Beach

8 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Experience vacation in Siesta Beach with our Apartment, Unwind in Style at Bay Oaks E-93: Tennis Court and Shared Pool Near Beach. Enjoy amenities such as Air conditioning, Balcony/Terrace and Outdoor Cooking, and more.

9.2 / 10

Outstanding(20 Ratings)

2 bedroom, 3 beds, 2 1/2 bath Duplex on Siesta Key • Heated Pool & Fishing Dock

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

Nestled in Siesta Beach, this Apartment is perfect for your next vacation. Enjoy 2 bedroom, 3 beds, 2 1/2 bath Duplex on Siesta Key • Heated Pool & Fishing Dock's top-rated amenities, including Air conditioning, Balcony/Terrace and Outdoor Cooking, and more.

Bay Oaks E-03

6 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Enjoy the best of Siesta Beach in our House, Bay Oaks E-03. A stunning property with amenities including Free Parking, Laundry services and WiFi/Internet, and more.

You can save with One Key

9 / 10

Outstanding(20 Ratings)

2 bedroom, 3 beds, 2 1/2 bath Duplex on Siesta Key • Heated Pool & Fishing Dock

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

Discover the beauty of Siesta Beach with a stay at 2 bedroom, 3 beds, 2 1/2 bath Duplex on Siesta Key • Heated Pool & Fishing Dock, a top rated Apartment with amenities such as Air conditioning, Balcony/Terrace and Outdoor Cooking, and more.

8 / 10

Excellent(21 Ratings)

Tropical Siesta Key Townhouse at Bay Oaks - Watch Dolphin in the Bay! G12

6 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Siesta Beach, at $366 per night for your next great vacation.

Bay Oaks C-12

6 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Experience the best of Siesta Beach with this House available for $329. This property is equipped with amenities including Free Parking, WiFi/Internet and Heating, and more.

8 / 10

Excellent(21 Ratings)

Tropical Siesta Key Townhouse at Bay Oaks - Watch Dolphin in the Bay! G12

6 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Looking for a memorable stay in Siesta Beach? Our House might just be what you're looking for. Enjoy amenities including Air conditioning, Balcony/Terrace and Outdoor Cooking, and more during your stay.

8.6 / 10

Excellent(18 Ratings)

Siesta Escape - Ground Floor 2 BR 2 BA - on Inter-coastal and Free Trolley Stop

6 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Looking for a memorable stay in Siesta Beach? Our Apartment might just be what you're looking for. Enjoy amenities including Air conditioning, Outdoor Cooking and Cribs or cots available, and more during your stay.

Bay Oaks E-93

8 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Spa

Discover the beauty of Siesta Beach with a stay at Bay Oaks E-93, a top rated Apartment with amenities such as Free Parking, Golf course (within 2 mi) and WiFi/Internet, and more.

8.8 / 10

Excellent(18 Ratings)

Siesta Escape - Ground Floor 2 BR 2 BA - on Inter-coastal and Free Trolley Stop

6 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

This inviting Apartment in Siesta Beach can fit your needs for many types of vacations, at $291 per night.

9.6 / 10

Outstanding(77 Ratings)

#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

Experience vacation in Siesta Beach with our Apartment, #1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf. Enjoy amenities such as Air conditioning, Balcony/Terrace and Outdoor Cooking, and more.

You can save with One Key

9.2 / 10

Outstanding(7 Ratings)

Mid Century Siesta Key Escape • 2BR Villa w/ Pool & Dock

5 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

Discover the beauty of Siesta Beach with a stay at Mid Century Siesta Key Escape • 2BR Villa w/ Pool & Dock, a top rated House with amenities such as Air conditioning, Outdoor Cooking and Cribs or cots available, and more.

9.6 / 10

Outstanding(77 Ratings)

#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

This Apartment in Siesta Beach, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

10 / 10

Outstanding(1 Rating)

Siesta Villa Coralline - Charming Beach Villa on Siesta Key

5 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Garden

Looking for a Villa in Siesta Beach, this Villa for $359 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9 / 10

Outstanding(7 Ratings)

Mid Century Siesta Key Escape • 2BR Villa w/ Pool & Dock

5 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

Looking for a memorable stay in Siesta Beach? Our House might just be what you're looking for. Enjoy amenities including Air conditioning, Outdoor Cooking and Cribs or cots available, and more during your stay.

You can save with One Key

NEW TO MARKET! SIESTA KEY 2 BEDROOM, 2 BATH PLUS LOFT IN GULF TO BAY COMMUNITY!

6 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Nestled in Siesta Beach, this Apartment is perfect for your next vacation. Enjoy NEW TO MARKET! SIESTA KEY 2 BEDROOM, 2 BATH PLUS LOFT IN GULF TO BAY COMMUNITY!'s top-rated amenities, including Air conditioning, Balcony/Terrace and Dryer, and more.

7.5 / 10

Good(2 Ratings)

Siesta Villa Laughing Gull

5 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Balcony/Terrace

Soak up the beauty of Siesta Beach in our Villa, Siesta Villa Laughing Gull. With a range of amenities such as Free Parking, Garden and Balcony/Terrace, you'll feel right at home.

9.8 / 10

Outstanding(38 Ratings)

2 BR Siesta Key Villa with lanai, pool and dock access

5 guests · 2 bedrooms · 1 bath

WiFi/Internet · Air conditioning · Pool

Indulge in a peaceful retreat at 2 BR Siesta Key Villa with lanai, pool and dock access, our elegant House in Siesta Beach. Enjoy amenities including Air conditioning, Outdoor Cooking and Dryer, and more.

9.6 / 10

Outstanding(38 Ratings)

2 BR Siesta Key Villa with lanai, pool and dock access

5 guests · 2 bedrooms · 1 bath

WiFi/Internet · Air conditioning · Pool

House in Siesta Beach, for $311 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

Siesta Beach travel inspiration

The Best American Lake Town Awards 2026: Where Shoreline Meets Soul

America’s Best Hidden Beach Towns (2026 Awards)

Best Small Towns for Spring Getaways (2026)

The Ultimate Packing List For Your Vacation (2026)

Where Everyone Knows Your Name: America’s Most Welcoming Small Towns (2026)

35 Road Trip Necessities for the Perfect Journey

How to Pack a Suitcase: 12 Steps to Perfect Packing

Top 25 Packing Tips for 2026 (Smarter, Lighter, Stress-Free Travel)

Keep exploring