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Hotels with Parking and Swimming Pool in Osprey

200+ HOTELS IN AND AROUND OSPREYRanking can be influenced by the commissions we receive.
Casey Key Resorts - Mainland main photo
Casey Key Resorts - Mainland
Hotel in Osprey FLUS flag
8.2
Very Good
From $126
$
+4
Info
Summary of reviews
Casey Key Resorts - Mainland is highly regarded for its excellent, central location, providing easy access to essential amenities such as grocery stores, restaurants and major attractions in Venice and Sarasota. Guests found the proximity to beautiful beaches particularly appealing, often highlighting the resort's shuttle service as a great perk. Despite its closeness to the busy highway, the resort maintains a quiet and restful environment, making it a recommended spot for travelers seeking both convenience and comfort.

The resort’s dining experiences receive consistent praise, particularly for dinners which feature standout dishes like lamb steaks and prime rib. Guests enjoy the quality of food, the pleasant atmosphere and amenities like poolside dining and live music. While breakfast receives mixed reviews with some guests lamenting the lack of complimentary options, the overall dining quality is appreciated. The friendly and attentive service in the dining areas enhances the experience.

Room cleanliness and comfort are frequently commended with many guests noting the modern updates, spaciousness and cozy ambiance of the rooms. Despite occasional issues like musty smells or damp carpets, the overall property is considered clean with well-maintained amenities. The staff's friendliness and helpfulness contribute significantly to a positive stay, though there are occasional mentions of unhelpful interactions.

Cleanliness throughout the resort is a consistent highlight with spotless rooms and shared areas frequently mentioned. The bathrooms, in particular, are noted for their exceptional cleanliness. While there are minor criticisms such as worn carpets or occasional musty odors, the resort’s rigorous standards of cleanliness and well-maintained facilities are overall well-received.

The pool area at
Casey Key Resorts - Mainland is a standout feature, receiving high praise for its relaxing and enjoyable atmosphere. The pool’s clear water, beautiful design and the adjacent Tiki bar with live entertainment create a vibrant and fun environment. The pool’s proximity to rooms adds to guest convenience, making it a delightful retreat.

Parking at the resort is generally convenient and satisfactory with ample and accessible spaces noted. Some guests mention occasional scarcity and flooding issues, but overall, the parking experience is positive.

The resort is family-friendly, appealing to families seeking a beachside vacation. Some guests note concerns about unsupervised children and disruptions from housekeepers, yet the overall environment remains favorable for families.

In summary,
Casey Key Resorts - Mainland offers a comfortable and convenient stay with a well-maintained and clean environment, excellent dining options, a superb pool area and friendly staff. While there are minor areas for improvement, the general consensus is highly positive, making it an inviting choice for travelers.
Categories
Parking
Pool
Outdoor Pool
Family
Paradise with a pool, pier and private beach area main photo
Paradise with a pool, pier and private beach area
Vacation Home in Osprey FLUS flag
8.0
Very Good
$
+6
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Dog Friendly
Pool, Hot tub, Close to Beaches, Shopping, More! main photo
$
+4
Info
Categories
Pool
Private Pool
Parking
Dog Friendly
Windsor Lodge Unit 5 close to the beaches Siesta Key main photo
$
+4
Info
Categories
Pool
Outdoor Pool
Parking
Free Wi-Fi
Windsor Lodge Unit #19, studio close to beaches main photo
$
+4
Info
Categories
Pool
Outdoor Pool
Parking
Free Wi-Fi
Windsor Lodge Unit 3 close to the Beaches Siesta Key main photo
$
+4
Info
Categories
Pool
Outdoor Pool
Parking
Free Wi-Fi
Osprey 01 Townhouse main photo
Osprey 01 Townhouse
Vacation Home in Osprey FLUS flag
0.0
$
+4
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Floridahome main photo
Floridahome
Vacation Home in Osprey FLUS flag
0.0
$
+5
Info
Categories
Pool
Private Pool
Outdoor Pool
Parking
Dog Friendly
Windsor Lodge Unit 20, studio, 1BR 1BA close to the beaches, pool access main photo
$
+4
Info
Categories
Pool
Outdoor Pool
Parking
Free Wi-Fi
11 more hotels nearby!
Casey Key Gulf Coast Gem main photo
Casey Key Gulf Coast Gem
2.1 mi from Osprey
Vacation Home in Nokomis FLUS flag
10
Excellent
$
+5
Info
Categories
Pool
Outdoor Pool
Parking
Dog Friendly
Walk to the Bay Family-Friendly Oasis in Sarasota main photo
Walk to the Bay Family-Friendly Oasis in Sarasota
2.2 mi from Osprey
Vacation Home in Vamo FLUS flag
0.0
$
+5
Info
Categories
Pool
Outdoor Pool
Parking
Dog Friendly
Quaint Cottage in a South Sarasota Neighborhood main photo
Quaint Cottage in a South Sarasota Neighborhood
2.3 mi from Osprey
Vacation Home in Sarasota FLUS flag
0.0
$
+4
Info
Categories
Pool
Private Pool
Parking
Free Wi-Fi
2BR Beachfront Condo Steps To Turtle Beach & Pool main photo
2BR Beachfront Condo Steps To Turtle Beach & Pool
2.4 mi from Osprey
Apartment in Sarasota FLUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Parking
Free Wi-Fi
Casa Margaritaville main photo
Casa Margaritaville
2.4 mi from Osprey
Vacation Home in Nokomis FLUS flag
0.0
$
+6
Info
Categories
Pool
Heated Pool
Private Pool
Outdoor Pool
Parking
Dog Friendly
Fresh 5Bedroom with Heated Pool Mins to Siesta Beach main photo
Fresh 5Bedroom with Heated Pool Mins to Siesta Beach
2.4 mi from Osprey
Vacation Home in Sarasota FLUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Parking
Free Wi-Fi
The Sea Side Villa main photo
The Sea Side Villa
2.5 mi from Osprey
Vacation Home in Siesta Key FLUS flag
0.0
$
+6
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Dog Friendly
None main photo
None
2.5 mi from Osprey
Vacation Home in Nokomis FLUS flag
9.0
Excellent
$
+5
Info
Categories
Pool
Heated Pool
Private Pool
Outdoor Pool
Parking
Oceanfront home with heated pool main photo
Oceanfront home with heated pool
2.5 mi from Osprey
Villa in Sarasota FLUS flag
10
Excellent
$
+6
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Dog Friendly
Florida Vacation Condo main photo
Florida Vacation Condo
2.6 mi from Osprey
Apartment in Sarasota FLUS flag
10
Excellent
$
+4
Info
Categories
Pool
Private Pool
Outdoor Pool
Parking
Oceanfront home with sunset views of Sarasota Bay and heated pool main photo
Oceanfront home with sunset views of Sarasota Bay and heated pool
2.6 mi from Osprey
Vacation Home in Vamo FLUS flag
10
Excellent
From $316
$
+6
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Dog Friendly
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 200+ hotels in and around Osprey
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