Bay Isles Holiday Rentals
House
- Sarasota
- ·
- Longboat Key
- 2.77 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
8 Guests
Hot Tub
Fireplace/Heating
Pool
Balcony/Terrace
CA $806/Night
7 Nights - CA $5,641
Apartment
- Sarasota
- ·
- Longboat Key
- 0.78 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
4 Guests
495.14 ft²
Oceanfront
Spa
Skiing- Fireplace/Heating
CA $431/Night
7 Nights - CA $3,016
Apartment
- Sarasota
- ·
- Longboat Key
- 1.01 mi to center
9.2Exceptional
(338 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
Ocean View- Balcony/Terrace
CA $279/Night
7 Nights - CA $1,953
Apartment
- Sarasota
- ·
- Longboat Key
- 0.90 mi to center
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $600/Night
7 Nights - CA $4,202
Apartment
- Sarasota
- ·
- Longboat Key
- 1.36 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
1259.38 ft²
Private Pool
Private Beach- Oceanfront
- Fireplace/Heating
CA $391/Night
7 Nights - CA $2,736
New
Apartment
- Sarasota
- ·
- Longboat Key
- 0.95 mi to center
1 Bedroom
1 Bath
6 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $599/Night
7 Nights - CA $4,191
New
Condo
- Sarasota
- ·
- Longboat Key
- 2.32 mi to center
2 Bedrooms
2 Baths
4 Guests
1569 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
CA $444/Night
7 Nights - CA $3,107
New
Condo
- Sarasota
- ·
- Longboat Key
- 2.69 mi to center
2 Bedrooms
2 Baths
4 Guests
1507 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $328/Night
7 Nights - CA $2,298
New
Condo
- Sarasota
- ·
- Longboat Key
- 0.90 mi to center
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $272/Night
7 Nights - CA $1,900
Luxury Holiday Rentals in Bay Isles
Over 812+ Luxury Holiday Rentals in or Near Bay Isles
Condo
- Sarasota
- ·
- Longboat Key
- 2.22 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
3130 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $2,654/Night
7 Nights - CA $18,576
Condo
- Sarasota
- ·
- Longboat Key
- 2.69 mi to center
1 Bedroom
2 Baths
4 Guests
1172 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
CA $2,156/Night
7 Nights - CA $15,090
House
- Sarasota
- ·
- Longboat Key
- 2.08 mi to center
6 Bedrooms
5 Baths
10 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
CA $1,937/Night
7 Nights - CA $13,557
Hotel
9.8Exceptional
(71 Reviews)
1 Bath
- Hot Tub
- Spa
- Pool
- Ocean View
CA $1,722/Night
7 Nights - CA $12,054
House
- Sarasota
- ·
- Longboat Key
- 2.97 mi to center
5 Bedrooms
6 Baths
12 Guests
5350 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $1,471/Night
7 Nights - CA $10,300
Condo
- Sarasota
- ·
- Longboat Key
- 1.26 mi to center
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Pool
- Ocean View
View
CA $1,366/Night
7 Nights - CA $9,564
Apartment
- Sarasota
- ·
- Longboat Key
- 1.36 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
1743.75 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
CA $1,322/Night
7 Nights - CA $9,251
Apartment
- Sarasota
- ·
- Longboat Key
- 1.36 mi to center
8.5Fabulous
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1743.75 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
CA $1,322/Night
7 Nights - CA $9,251
Condo
- Sarasota
- ·
- Longboat Key
- 1.37 mi to center
8.4Excellent
(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1704 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $1,284/Night
7 Nights - CA $8,990
Top-Rated Holiday Rentals with a Pool in Bay Isles
Over 674+ The Best Private Villas and Holiday Rentals in Bay Isles with a Pool
Condo
- Sarasota
- ·
- Longboat Key
- 1.08 mi to center
10.0Exceptional
(207 Reviews)
1 Bedroom
1 Bath
6 Guests
800 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $553/Night
7 Nights - CA $3,875
Condo
- Sarasota
- ·
- Longboat Key
- 1.07 mi to center
10.0Exceptional
(143 Reviews)
1 Bedroom
1 Bath
6 Guests
800 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $507/Night
7 Nights - CA $3,546
Condo
- Sarasota
- ·
- Longboat Key
- 1.07 mi to center
10.0Exceptional
(131 Reviews)
1 Bedroom
1 Bath
6 Guests
800 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $509/Night
7 Nights - CA $3,560
Condo
- Sarasota
- ·
- Longboat Key
- 0.05 mi to center
10.0Exceptional
(125 Reviews)
1 Bedroom
1 Bath
4 Guests
330 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $570/Night
7 Nights - CA $3,991
Villa
- Sarasota
- ·
- Longboat Key
- 1.07 mi to center
10.0Exceptional
(120 Reviews)
2 Bedrooms
2 Baths
8 Guests
2000 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
CA $943/Night
7 Nights - CA $6,603
Condo
- Sarasota
- ·
- Longboat Key
- 1.08 mi to center
10.0Exceptional
(101 Reviews)
1 Bedroom
1 Bath
6 Guests
800 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $516/Night
7 Nights - CA $3,612
Condo
- Sarasota
- ·
- Longboat Key
- 1.84 mi to center
10.0Exceptional
(94 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
CA $735/Night
7 Nights - CA $5,145
Condo
- Sarasota
- ·
- Longboat Key
- 1.85 mi to center
10.0Exceptional
(68 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $710/Night
7 Nights - CA $4,970
House
10.0Exceptional
(40 Reviews)
3 Bedrooms
3 Baths
8 Guests
2510 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $881/Night
7 Nights - CA $6,167
Pet-Friendly Holiday Rentals in Bay Isles
Over 71+ Pet-Friendly Holiday Rentals in or Near Bay Isles
Condo
- Sarasota
- ·
- Longboat Key
- 0.74 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
4 Guests
657 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
Kitchen
CA $278/Night
7 Nights - CA $1,948
Apartment
- Florida
- ·
- Trailer Estates
- 2.59 mi to center
7.7Very Good
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
495.14 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $316/Night
7 Nights - CA $2,214
Condo
- Sarasota
- ·
- Longboat Key
- 1.84 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1096 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $451/Night
7 Nights - CA $3,158
New
Apartment
3 Bedrooms
3 Baths
8 Guests
2249.66 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $1,116/Night
7 Nights - CA $7,813
House
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1647 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $680/Night
7 Nights - CA $4,763
House
- Sarasota
- ·
- Longboat Key
- 2.53 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1700 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $376/Night
7 Nights - CA $2,632
Condo
- Sarasota
- ·
- Longboat Key
- 0.98 mi to center
9.8Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
6 Guests
1500 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $260/Night
7 Nights - CA $1,817
Condo
- Sarasota
- ·
- Longboat Key
- 0.74 mi to center
9.6Exceptional
(89 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $207/Night
7 Nights - CA $1,447
Condo
- Sarasota
- ·
- Longboat Key
- 0.14 mi to center
9.2Exceptional
(44 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Ocean View
- View
- Pet Friendly
CA $525/Night
7 Nights - CA $3,673
Large Holiday Rentals and Private Villas in Bay Isles
Over 26+ Large Holiday Rentals and Private Villas in or Near Bay Isles
Villa
- Sarasota
- ·
- Longboat Key
- 0.69 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1145 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $378/Night
7 Nights - CA $2,646
Apartment
- Sarasota
- ·
- Longboat Key
- 1.36 mi to center
10.0Exceptional
(1 Review)
21 Bedrooms
2 Baths
4 Guests
1194.79 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
CA $568/Night
7 Nights - CA $3,973
Villa
- Sarasota
- ·
- Longboat Key
- 1.09 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
Air Conditioner
Internet
Child Friendly
CA $1,082/Night
7 Nights - CA $7,577
Apartment
- Sarasota
- ·
- Longboat Key
- 1.00 mi to center
8.7Fabulous
(100 Reviews)
21 Bedrooms
11 Baths
30 Guests
510.21 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
CA $445/Night
7 Nights - CA $3,113
Villa
- Sarasota
- ·
- Longboat Key
- 2.15 mi to center
2 Bedrooms
2 Baths
2 Guests
900 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
CA $243/Night
7 Nights - CA $1,704
Condo
- Sarasota
- ·
- Longboat Key
- 1.50 mi to center
4 Bedrooms
4 Baths
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $957/Night
7 Nights - CA $6,699
Villa
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
CA $702/Night
7 Nights - CA $4,916
Condo
- Sarasota
- ·
- Longboat Key
- 1.09 mi to center
4 Bedrooms
4 Baths
10 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
CA $585/Night
7 Nights - CA $4,096
Villa
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $495/Night
7 Nights - CA $3,466
Wheelchair Accessible Holiday Homes in Bay Isles
Over 358+ Wheelchair Accessible Holiday Homes in or Near Bay Isles
Condo
- Sarasota
- ·
- Longboat Key
- 2.69 mi to center
10.0Exceptional
(38 Reviews)
2 Bedrooms
2 Baths
4 Guests
1503 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
CA $316/Night
7 Nights - CA $2,214
Apartment
- Sarasota
- ·
- Longboat Key
- 1.36 mi to center
2 Bedrooms
2 Baths
4 Guests
1001.04 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
CA $534/Night
7 Nights - CA $3,741
Resort
- Sarasota
- ·
- Longboat Key
- 1.77 mi to center
9.2Exceptional
(1010 Reviews)
1 Bath
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
CA $451/Night
7 Nights - CA $3,155
Condo
- Sarasota
- ·
- Longboat Key
- 1.85 mi to center
10.0Exceptional
(36 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $607/Night
7 Nights - CA $4,249
Hotel
- Sarasota
- ·
- Longboat Key
- 2.20 mi to center
9.0Exceptional
(23 Reviews)
11 Baths
673 ft²
- Private Pool
- Private Beach
- Oceanfront
- Hot Tub
CA $1,023/Night
7 Nights - CA $7,163
Condo
- Sarasota
- ·
- Longboat Key
- 1.03 mi to center
10.0Exceptional
(25 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $418/Night
7 Nights - CA $2,925
Condo
- Sarasota
- ·
- Longboat Key
- 1.85 mi to center
10.0Exceptional
(24 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
CA $668/Night
7 Nights - CA $4,674
Condo
- Sarasota
- ·
- Longboat Key
- 0.88 mi to center
10.0Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $685/Night
7 Nights - CA $4,793
Condo
- Sarasota
- ·
- Longboat Key
- 2.75 mi to center
10.0Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $601/Night
7 Nights - CA $4,209
Bay Isles Private Villas and Holiday Homes Under $200
Over 113+ Bay Isles Private Villas and Holiday Homes Under $200
Condo
- Sarasota
- ·
- Longboat Key
- 0.48 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
1600 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $247/Night
7 Nights - CA $1,729
House
- Sarasota
- ·
- Longboat Key
- 0.69 mi to center
2 Bedrooms
1 Bath
4 Guests
1044.1 ft²
- Oceanfront
- Spa
- Skiing
- Fireplace/Heating
CA $268/Night
7 Nights - CA $1,875
Condo
- Sarasota
- ·
- Longboat Key
- 2.65 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
CA $246/Night
7 Nights - CA $1,719
Apartment
- Sarasota
- ·
- Longboat Key
- 1.29 mi to center
2 Bedrooms
1 Bath
4 Guests
1248.61 ft²
- Oceanfront
- Spa
- Skiing
- Fireplace/Heating
CA $253/Night
7 Nights - CA $1,769
Condo
- Sarasota
- ·
- Longboat Key
- 0.48 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $256/Night
7 Nights - CA $1,791
Condo
- Sarasota
- ·
- Longboat Key
- 2.69 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1503 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $270/Night
7 Nights - CA $1,892
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1194 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $266/Night
7 Nights - CA $1,864
Condo
- Sarasota
- ·
- Longboat Key
- 2.86 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1392 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $251/Night
7 Nights - CA $1,758
Condo
- Sarasota
- ·
- Longboat Key
- 1.50 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1248 ft²
- Fireplace/Heating
- Pool
- Ocean View
- View
CA $244/Night
7 Nights - CA $1,710
Instantly Bookable Holiday Homes in Bay Isles
Over 502+ Instantly Bookable Holiday Homes in or Near Bay Isles
Condo
- Sarasota
- ·
- Longboat Key
- 1.36 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $863/Night
7 Nights - CA $6,044
Condo
- Sarasota
- ·
- Longboat Key
- 0.39 mi to center
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
CA $368/Night
7 Nights - CA $2,574
Condo
- Sarasota
- ·
- Longboat Key
- 1.36 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
1260 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $781/Night
7 Nights - CA $5,470
Condo
- Sarasota
- ·
- Longboat Key
- 0.74 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
4 Guests
647 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $425/Night
7 Nights - CA $2,973
Condo
- Sarasota
- ·
- Longboat Key
- 0.88 mi to center
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
CA $455/Night
7 Nights - CA $3,182
Condo
- Sarasota
- ·
- Longboat Key
- 1.85 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $803/Night
7 Nights - CA $5,619
Condo
- Sarasota
- ·
- Longboat Key
- 0.88 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
CA $659/Night
7 Nights - CA $4,609
Condo
- Sarasota
- ·
- Longboat Key
- 0.88 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
CA $685/Night
7 Nights - CA $4,793
Condo
- Sarasota
- ·
- Longboat Key
- 1.36 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
999 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $685/Night
7 Nights - CA $4,792
Book a Last Minute Place to Stay in Bay Isles
About Casai's Private Villas and Holiday Rentals in Bay Isles
Discover more than 821 vacation rentals available in Bay Isles. 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 Bay Isles.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Bay Isles, 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 Bay Isles. On average, places to stay near Bay Isles offer 864.68 ft², with nightly prices averaging CA $557.
With Casai, finding and comparing holiday rentals in Bay Isles is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Bay Isles
| Type | Count |
|---|---|
| Vacation Homes | 84 |
| Holiday Apartments | 82 |
| Villas | 8 |
Use these Quick Filters to Find a Holiday Rental in Bay Isles
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Bay Isles.
Weather in Bay Isles, FL
View the weather forecast for Bay Isles before booking your Bay Isles Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Bay Isles?
What are the top holiday rentals in Bay Isles?
With numerous options available in Bay Isles, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Bay Isles:
- Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews
- Take a peek awesome reviews 50 feet from sand
- 50 ft from sand, Private Island 125 +review
- Island Time!
- 1 Week left April 18 of a kind home right on the beach then booked till July
- Client texted view crazy Last minute cancellation Apr 25 - May 16th on sale
- Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
- Unit #218 Sand Cay Beach Resort Gulf Front
- Waterfront Coastal 3 BR/3 BTH w/Pool, 50ft. Boat Dock, Walk to Beach
- Upscale Beachplace Condo.availability starting in May 2026.please inquire
How many holiday rentals have private pools in Bay Isles?
Discover a selection of holiday rentals with private pools near Bay Isles with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Tropical Canal Home–Pool, Sun & Water Access: Paradise Cottage in LBK by RVA
- LaPlaya 205D Spectacular sunsets and sunbathing from your private Gulf front lanai or sundeck
- Breathtaking Gulf Views Prestigious Long Boat Key
- LaPlaya 201E-Nestled in the palms. just steps from the pool!
Which holiday homes in Bay Isles are best for families?
If you're searching for a family-friendly holiday home in Bay Isles, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Bay Isles:
- Gulf Front Luxury - "Serenity Sunset" - Long Boat Key, FL
- Just Beachy!
- Breathtaking Gulf Views Prestigious Long Boat Key
How many Casai.ca holiday rentals are available in Bay Isles?
As of 2026, Casai boasts over 821 properties listed in the Bay Isles area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Bay Isles.
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