Condo
10.0(24 Reviews)
2 Bedrooms
6 Guests
Parking
Pool
Balcony/Terrace
Kitchen
US $428/Night
7 Nights - US $2,997
Longboat Key Beaches Holiday Rentals
We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.
- Up-front pricing
- No markup
- Trusted partners
Compare Villas, Resorts, & Rentals in Longboat Key Beaches
10.0
Apartment
10.0(2 Reviews)
1 Bedroom
4 Guests
Private Beach
Oceanfront- Parking
- Pool
US $437/Night
7 Nights - US $3,057
US $417/Night
7 Nights - US $2,917
Condo
10.0(8 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Pool
Ocean View- Balcony/Terrace
US $581/Night
7 Nights - US $4,065
Apartment
10.0(2 Reviews)
1 Bedroom
6 Guests
- Private Beach
- Oceanfront
- Parking
- Pool
US $418/Night
7 Nights - US $2,926
Condo
2 Bedrooms
6 Guests
Air Conditioner
Internet
Laundry
Bedding/Linens
US $266/Night
7 Nights - US $1,864
Condo
10.0(1 Review)
2 Bedrooms
5 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $247/Night
7 Nights - US $1,730
US $517/Night
7 Nights - US $3,619
Apartment
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $426/Night
7 Nights - US $2,980
Condo
10.0(1 Review)
2 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $234/Night
7 Nights - US $1,638
US $957/Night
7 Nights - US $6,699
Condo
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Pool
Spa- Balcony/Terrace
US $231/Night
7 Nights - US $1,615
US $268/Night
7 Nights - US $1,879
Condo
9.8(119 Reviews)
1 Bedroom
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
US $398/Night
7 Nights - US $2,786
Condo
9.8(94 Reviews)
1 Bedroom
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $392/Night
7 Nights - US $2,745
Condo
9.8(73 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $588/Night
7 Nights - US $4,114
Apartment
9.8(73 Reviews)
1 Bedroom
5 Guests
- Parking
- Ocean View
- View
- Kitchen
US $374/Night
7 Nights - US $2,619
Condo
9.8(42 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $904/Night
7 Nights - US $6,326
Condo
9.8(36 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $495/Night
7 Nights - US $3,467
Condo
9.8(31 Reviews)
1 Bedroom
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $386/Night
7 Nights - US $2,701
Condo
9.6(55 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $530/Night
7 Nights - US $3,711
Condo
9.6(43 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $581/Night
7 Nights - US $4,069
Condo
9.6(39 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $459/Night
7 Nights - US $3,210
Condo
9.6(17 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $540/Night
7 Nights - US $3,783
About Casai's Private Villas and Holiday Rentals in Longboat Key Beaches
Discover more than 780 vacation rentals available in Longboat Key Beaches. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Longboat Key Beaches.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Longboat Key Beaches, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Longboat Key Beaches.
With Casai, finding and comparing holiday rentals in Longboat Key Beaches is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
There are 780 Longboat Key Beaches, FL Holiday Rentals
- Prices for a holiday home in Longboat Key Beaches start at US $78
- Top rated vacation home in Longboat Key Beaches is Fall sale ready for a luxury 5-floor penthouse 60 ft from water,
- Most popular short term in Longboat Key Beaches is Zota Beach Resort
- Cheapest place to stay in Longboat Key Beaches is Charming 2BR ground floor condo in Beach Harbor Club on Longboat Key - Sea Ya
- Most expensive holiday rental in Longboat Key Beaches is Luxury Beachfront Living - St Regis Waterfront Residency - Longboat Key - Sunset Reflections
Recently Booked Holiday Rentals in Longboat Key Beaches
Frequently Asked Questions About Longboat Key Beaches?
What are the top holiday rentals in Longboat Key Beaches?
With numerous options available in Longboat Key Beaches, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Longboat Key Beaches:
- Fall sale ready for a luxury 5-floor penthouse 60 ft from water,
- Direct Oceanview: Open October 26th - 29th!
- 1 of a kind home 13 steps to sand Fall easily best time of year
- THE BEACH CONDO #107 BEACHFRONT FULL VIEW
- Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
- Beach and Boaters Paradise! Heated pool, Fish off the dock, walk to the beach!
- Upscale Beachplace Condo.availability starting in Oct 2026.please inquire
- Unit #210 Sand Cay Beach Resort Pool View
- Exquisite Beachfront Condo with both Sunrise & Sunset Views
- Unit #110 Sand Cay Beach Pool View
How many Casai.com holiday rentals are available in Longboat Key Beaches?
As of 2026, Casai boasts over 780 properties listed in the Longboat Key Beaches area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Longboat Key Beaches.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Siesta Key Village Vacation Rentals in Florida | 3643 |
| Central Sarasota Vacation Rentals in Florida | 966 |
| Downtown Vacation Rentals in Florida | 905 |
| Gulf Gate Estates Vacation Rentals in Florida | 303 |
| Sarasota Springs Vacation Rentals in Florida | 121 |
| South Sarasota Vacation Rentals in Florida | 119 |
| South Bradenton Vacation Rentals in Florida | 105 |
| Saint Armands Key Vacation Rentals in Florida | 72 |
| The Meadows Vacation Rentals in Florida | 57 |
| Vamo Vacation Rentals in Florida | 50 |
| Fruitville Vacation Rentals in Florida | 50 |
| Bee Ridge Vacation Rentals in Florida | 25 |
