Rivendell Vacations from $543

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Your Rivendell Vacation

Reserving a tailor-made Rivendell vacation package is a superb way to know the ins and outs of this unique neighborhood. From its renowned sites to its lesser-known treasures, a world of discovery is waiting. When it's time to take in the sights, you'll find lots of top attractions nearby including Oscar Scherer State Park, The Oaks Club and Historic Spanish Point. Visit one or all during your trip to Rivendell. Expedia is here to help put your plans into action. Book your ideal Rivendell vacation now.

The Latest Rivendell Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2 out of 5
Save 100% on your flight
Price was $852, price is now $543 per person
$543
per person
Dec 10 - Dec 14
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (18 reviews)
Front door needs a shade for sleeping at night.

Reviewed on Oct 5, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $2,313, price is now $1,350 per person
$1,350
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (290 reviews)
We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need.

Reviewed on Sep 15, 2025

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Save 100% on your flight
Price was $973, price is now $586 per person
$586
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
2/10 (3 reviews)
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,725, price is now $1,689 per person
$1,689
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.4/10 Exceptional! (253 reviews)
Beautiful property! Room was perfect and very close to the beach.Will be back for sure!

Reviewed on Oct 3, 2025

Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

4 out of 5
Save 100% on your flight
Price was $1,193, price is now $755 per person
$755
per person
Dec 10 - Dec 14
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
8.8/10 Excellent! (592 reviews)
I reported the AC wasn't working 3 times and nobody fix the problem for my request

Reviewed on Sep 29, 2025

Rivendell Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $70 total per night from Oct 8 to Oct 9
$70 total
Oct 8 - Oct 9
Total with taxes and fees
9/10 Wonderful! (4,408 reviews)
"Excellent!"

Reviewed on Oct 5, 2025

Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $166 total per night from Oct 8 to Oct 9
$166 total
Oct 8 - Oct 9
Total with taxes and fees
9.2/10 Wonderful! (5,015 reviews)
"My wife and I came here for our honeymoon and it was a wonderful experience! My wife didn’t want to leave. Everything was clean, housekeeping was excellent it was so much to do and so many free forms or transportation! EVERYONE was nice, and the beach clean and breath taking. I can’t wait to go ..."

Reviewed on Oct 6, 2025

Tropical Beach Resorts
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista, Sarasota, FL
$152 nightly
The price is $172 total per night from Oct 12 to Oct 13
$172 total
Oct 12 - Oct 13
Total with taxes and fees
9.8/10 Exceptional! (2,050 reviews)
"It was a really pleasant stay. I recommend the property, breakfast was excellent and the front desk staff were professional, welcoming and friendly."

Reviewed on Oct 6, 2025

Carlisle Inn
See all 9,888 properties in Rivendell
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Rivendell

Great national park to take your RV and lots of hiking and biking trails.

Oscar Scherer State Park

You can take time to visit Oscar Scherer State Park during your travels to Osprey. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Oscar Scherer State Park
#church

Historic Spanish Point

You can spend time exploring the galleries in Historic Spanish Point in Osprey. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Historic Spanish Point

The Oaks Club

Enjoy a round of golf in Osprey at The Oaks Club. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

The Oaks Club

Things to do

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

$55
per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
74% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
See all activities in Osprey
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.